SynClub

2025-05-12

Bioinspired Stereoselective Total Synthesis of the Caged Sesquiterpenoid Daphnepapytone A

Y. Zhang, P. Yu, W. Chen, J. Li, K. Liu, X. Xie, H. Li, X. She, Org. Lett. 2025, 27, 5480–5484

PROBLEM / KEY


2025-28-11

Enantioselective Synthesis of (+)-Auriculatol A

J. K. Thompson, K. C. Youngblood, Y. H. S. Teh, C. M. Farley, Z. Zhang, S. C. Virgil, S. E. Reisman, J. Am. Chem. Soc. 2025, 147, 42170–42174

PROBLEM / KEY


2025-21-11

Total Synthesis of Bipolamine I

X. Qiu, J. G. Pierce,  J. Am. Chem. Soc. 2022, 144, 12638–12641.

PROBLEM / KEY


2025-14-11

Total Synthesis of Calyciphylline F

R. Sato, R. Sumida, M. Inoue, R. Kotaka, S. Karanjit, K. Namba, Angew. Chem. Int. Ed. 2025, 64, e202517671.

PROBLEM / KEY


2025-31-10

Asymmetric total synthesis of benzenoid cephalotane-type diterpenoids through a cascade C(sp2) & C(sp3)–H activation

X. Li, Z. Lu, S. Liu, M. Sun, S. Duan, Z. Xie, Nat. Commun. 2025, 16, 4674

PROBLEM / KEY


2025-17-10

Total Synthesis of Resiniferatoxin

V. H. Vasilev, L. Spessert, K. Yu, T. J. Maimone, J. Am. Chem. Soc. 2022, 144, 16332–16337.

PROBLEM / KEY


2025-10-10

Total Syntheses of Giraldine I and Heterophyllisine

C. Li, F. Lu, N. Wang, C. Zhang, G. He, W. Lei, J. Liu, J. Wang, X.-Y. Liu, Y. Qin,  J. Am. Chem. Soc. 2025, 147, 37012–37018.

PROBLEM / KEY


2025-03-10

Enantioselective Total Synthesis of Cotylenin A

M. Uwamori, R. Osada, R. Sugiyama, K. Nagatani, M. Nakada, J. Am. Chem. Soc. 2020, 142, 5556–5561.

PROBLEM / KEY


2025-26-09

A Synthesis of Alsmaphorazine B Demonstrates the Chemical Feasibility of a New Biogenetic Hypothesis

A. Y. Hong, C. D. Vanderwal, J. Am. Chem. Soc. 2015, 137, 7306–7309.

PROBLEM / KEY


2025-18-09

Total Synthesis of (−)-Psathyrin A Enabled by Radical Cyclization

W. Zhao, R. Al-Ahmad, M. Dai, J. Am. Chem. Soc. 2025, 147, 32365–32369.

PROBLEM / KEY


2025-11-09

Convergent Total Synthesis of Aleutianamine

J. P. Tuccinardi, J. L. Wood, J. Am. Chem. Soc. 2025, 147, 5736–5742.

PROBLEM / KEY


2025-04-09

Asymmetric Total Synthesis of (−)-Spirochensilide A

X.-T. Liang, J.-H. Chen, Z. Yang, J. Am. Chem. Soc. 2020, 142, 8116–8121.

PROBLEM / KEY


2025-28-08

Total Synthesis of (+)-Pierisketone B

Q. Gu, G. D. Walby, M. D. Wood, S. F. Martin,  J. Am. Chem. Soc. 2025, 147, 29631–29635.

PROBLEM / KEY


2025-21-08

A Concise Total Synthesis of Glycinoeclepin A

K. Shen, Q. Wang, T. Zhu, Y. Qiao, P. Hu,  J. Am. Chem. Soc. 2025, 147, 23411–23416.

PROBLEM / KEY


2025-14-08

Total Synthesis of (−)-Neocucurbol C Enabled by Pattern Recognition and MHAT Cyclization

L.-P. Zhong, C. Gudeman, J. Zhen, O. A. Wanasinghe, J. Hellmig, M. J. E. Collins, J. Bacsa, A. Adibekian, M. Dai,  J. Am. Chem. Soc. 2025, 147, 28589–28594.

PROBLEM / KEY


2025-07-08

Enantioselective Total Synthesis of (+)-Aberrarone

W. M. Amberg, E. M. Carreira, J. Am. Chem. Soc. 2022, 144, 15475–15479.

PROBLEM / KEY


2025-31-07

Enantioselective Total Synthesis of Bipolarolides A and B

Y. Liu, K. Sun, Q. Wei, J. Chen, S. Sun, Y. Li, Z. Feng, Y. Guo, Z. Lu, J. Am. Chem. Soc. 2025, DOI: 10.1021/jacs.5c09835.

PROBLEM / KEY


2025-24-07

Divergent Asymmetric Synthesis of Bonnadiene and ent-Polytrichastrene B

H. Wang, L. Wei, J. Huang, L. Wang, H. Peng, H. Jiang, J. Wu, Z. Ma, Angew. Chem. Int. Ed. n.d., n/a, e202507961.

PROBLEM / KEY


2025-17-07

Total Syntheses of Daphenylline, Daphnipaxianine A, and Himalenine D

Y. Chen, W. Zhang, L. Ren, J. Li, A. Li, Angew. Chem. Int. Ed. 2018, 57, 952–956.

PROBLEM / KEY


2025-10-07

Total Syntheses of Diepoxy-ent-Kaurane Diterpenoids Enabled by a Bridgehead-Enone-Initiated Intramolecular Cycloaddition

Y. Li, Q. Xue, X. Zhao, D. Ma, J. Am. Chem. Soc. 2025, 147, 1197–1206.

PROBLEM / KEY


2025-03-07

Stereoselective Total Synthesis of Nimbolide

D. B. Ryffel, P. C. Ryffel, M. Martinelli, V. R. Pillai, D. Sarlah, J. Am. Chem. Soc. 2025, 147, 14083–14087.

PROBLEM / KEY


2025-26-06

Total Synthesis of (−)-Illisimonin A Enabled by Pattern Recognition and Olefin Transposition

B. Xu, Z. Zhang, M. Dai, J. Am. Chem. Soc. 2025, 147, 17592–17597.

PROBLEM / KEY


2025-19-06

Total Synthesis of Gukulenin B via Sequential Tropolone Functionalizations

K. C. Nicolaou, R. Yu, Z. Lu, F. G. Alvarez, J. Am. Chem. Soc. 2022, 144, 5190–5196.

PROBLEM / KEY


2025-12-06

Enantioselective Total Synthesis of (–)-Psiguadial A

L. P. O’Grady, M. Achtenhagen, M. F. Wisthoff, R. S. Lewis, K. Pfeifer, W. Zheng, M. I. Martin, G. P. A. Yap, W. J. Chain, Angew. Chem. Int. Ed. e202506537.

PROBLEM / KEY


2025-04-06

A Concise Synthesis of Pleurotin Enabled by a Nontraditional C–H Epimerization

J. F. Hoskin, E. J. Sorensen, J. Am. Chem. Soc. 2022, 144, 14042–14046.

PROBLEM / KEY


2025-22-05

Biomimetic Synthesis of Azorellolide via Cyclopropylcarbinyl Cation Chemistry

J. Y. Artzy, D. J. Tantillo, D. H. Trauner, J. Am. Chem. Soc. 2025, 147, 78–83.

PROBLEM / KEY


2025-15-05

Convergent Total Synthesis of (−)-Calidoustene

W. Yao, Z. Liu, H. Ling, H. Wang, H. Zheng, S.-H. Wang, D.-Y. Zhu, S.-Y. Zhang, X. Chen, J. Am. Chem. Soc. 2025, 147, 15963–15969.

PROBLEM / KEY


2025-24-04

Total Synthesis of (−)-Cordycicadin D and 3,4-trans-Cordycicadins A and B: Entry to the 3,4-trans-Fused Cordycicadin Framework

L. R. Hunt, P. S. Grant, G. K. Shimokura, D. P. Furkert, M. A. Brimble, Angew. Chem. Int. Ed. 2025, 64, e202419989.

PROBLEM / KEY


2025-17-04

Total syntheses of schilancidilactones A and B, schilancitrilactone A, and 20-epi-schilancitrilactone A via late-stage nickel-catalyzed cross coupling

H. Wang, X. Zhang, P. Tang, Chem. Sci. 2017, 8, 7246–7250.

PROBLEM / KEY


2025-10-04

Total Synthesis of Berkeleyone A and Preaustinoid A through Epoxypolyene Cyclization

X. Li, Z. Chang, S. Duan, Z. Xie, Angew. Chem. Int. Ed. 2025, 64, e202416211.

PROBLEM / KEY


2025-03-04

Asymmetric Total synthesis of Asperones A and B through Organocatalyzed Quinone [5 + 2] Cycloaddition

C. Qu, L. Chen, P. Wang, J. Zhang, Y. Ding, X. Long, T. Zhang, Y. Zhao, J. Deng, J. Am. Chem. Soc. 2025, 147, 6739–6746.

PROBLEM / KEY


2025-27-03

Total Synthesis of (±)-Leonuketal

P. S. Grant, D. P. Furkert, M. A. Brimble, Org. Lett. 2020, 22, 8735–8740.

PROBLEM / KEY


2025-20-03

Total Synthesis of DMOA-Derived Meroterpenoids: Achieving Selectivity in the Synthesis of (+)-Berkeleyacetal D and (+)-Peniciacetal I

J. Zhang, X. Luo, J. Zhang, C. Li, J. Am. Chem. Soc. 2025, 147, 5933–5942.

PROBLEM / KEY


2025-13-03

Concise Total Synthesis of Peyssonnoside A

G. A. Chesnokov, K. Gademann, J. Am. Chem. Soc. 2021, 143, 14083–14088.

PROBLEM / KEY


2025-06-03

Enantioselective Total Syntheses of Vallesamidine and Schizozygane Alkaloids

G. V. Ramakrishna, Z. Latif and F. Romiti J. Am. Chem. Soc. 2025, 147, 4613-4623.

PROBLEM / KEY


2025-27-02

Total Synthesis of the Schisandraceae Nortriterpenoid Rubriflordilactone A

G. Chaubet, S. S. Goh, M. Mohammad, B. Gockel, M.-C. A. Cordonnier, H. Baars, A. W. Phillips, E. A. Anderson, Chem. Eur. J. 2017, 23, 14080-14089.
PROBLEM / KEY


2025-20-02

Total Synthesis of Hypersampsone M

A. E. Samkian, S. C. Virgil, B. M. Stoltz, J. Am. Chem. Soc. 2024, 146, 18886–18891.

PROBLEM / KEY


2025-13-02

Total Synthesis of Lobatamides A and C

S. Yasui, S. Banjo, Y. Nagashima, Y. Okada, K. Yoshikawa, K. Nakata, N. Chida, T. Okamura, T. Sato, Angew. Chem. Int. Ed. 2024, 63, e202402335.

PROBLEM / KEY


2025-07-02

Concise Synthesis of (−)-Veratramine and (−)-20-iso-Veratramine via Aromative Diels–Alder Reaction

M. D. Zott, D. W. Zuschlag, D. H. Trauner, J. Am. Chem. Soc. 2025, 147, 3010–3016.

PROBLEM / KEY


2025-30-01

Enantioselective total synthesis of (‒)-lucidumone enabled by tandem prins cyclization/cycloetherification sequence

X.-Z. Liao, R. Wang, X. Wang, G. Li, Nat. Commun. 2024, 15, 2647.

PROBLEM / KEY


2025-24-01

Ten-Step Total Synthesis of (±)-Phaeocaulisin A Enabled by Cyclopropanol Ring-Opening Carbonylation

Ch. Liu, M. Zhang, L. Zeng, Y. Wan, M. Dai J. Am. Chem. Soc. 2024, 146, 32276-32282.

PROBLEM / KEY


2025-17-01

Total Synthesis of (±)-Rubriflordilactone A

X. Zheng, X. Guo, H. Wang, P.-P. Zhou, X. Chen, J. Am. Chem. Soc. 2024, 146, 7198–7203.

PROBLEM / KEY


2025-10-01

Total Synthesis of Isoxeniolide A

L. Betschart, K. H. Altmann Angew. Chem. Int. Ed. 2024, 63, e202315423.

PROBLEM / KEY


2024-13-12

Total Synthesis of the Norcembranoid Scabrolide B and Its Transformation into Sinuscalide C, Ineleganolide, and Horiolide

D. S. Lin, G. Späth, Z. Meng, L. H. E. Wieske, C. Farès, A. Fürstner, J. Am. Chem. Soc. 2024, 146, 24250–24256.

PROBLEM / KEY


2024-29-11

Total Synthesis of (+)-Kalmanol

T. Ma, Y. Ma, B. Li, X. Jia, Angew. Chem. Int. Ed. 2024, 63, e202407215.

PROBLEM / KEY


2024-22-11

Total Synthesis of (+)-Discorhabdin V

B. C. Derstine, A. J. Cook, J. D. Collings, J. Gair, J. Saurí, E. E. Kwan, N. Z. Burns, Angew. Chem. Int. Ed. 2024, 63, e202315284.

PROBLEM / KEY


2024-15-11

Total Synthesis of Principinol B

Q. Du, Z. Fan, M. Yang, Angew. Chem. Int. Ed. 2024, 63, e202400956.

PROBLEM / KEY


2024-08-11

Total Synthesis of Putative Melognine

Y. Irie, S. Yokoshima, J. Am. Chem. Soc. 2024, 146, 9526–9531.

PROBLEM / KEY


2024-01-11

Total Synthesis of (−)-Bipolarolide D

G. A. Chesnokov, J. Friedli, F. J. Carta, K. Gademann, JACS Au, 2024, DOI:10.1021/jacsau.4c00680.

PROBLEM / KEY


2024-25-10

Asymmetric Total Synthesis of Euphordraculoate A and Pedrolide

C. Tu, Y. Yang, Y. Jiang, Y. Hao, Z. Wang, S. Fu, S. Qin, B. Liu, Angew. Chem. Int. Ed. 2024, 63, e202409997.

PROBLEM / KEY


2024-18-10

Total Synthesis of the Hexacyclic Sesterterpenoid Niduterpenoid B via Structural Reorganization Strategy

Y. Xue, S. Hou, X. Zhang, F. Zhang, X. Zhang, Y. Tu, J. Am. Chem. Soc. 2024, 146, 25445-25450.

PROBLEM / KEY


2024-11-10

Total Synthesis of the Guangnanmycin A Alcohol

K. Yahata, A. Fürstner, Angew.Chem. Int. Ed. 2024, 63, e202319070.

PROBLEM / KEY


2024-04-10

Total Synthesis of Mollanol A

Y. Wang, R. Zhao, M. Yang, J. Am. Chem. Soc. 2022, 144, 15033–15037.

PROBLEM / KEY