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John A. Enquist Jr. Dr. Scott C. Virgil Prof. Brian M. Stoltz 《Chemistry (Weinheim an der Bergstrasse, Germany)》2011,17(36):9957-9969
A concise and versatile approach toward the preparation of the cyanthiwigin family of cyathane natural products is described. By leveraging a unique double asymmetric catalytic alkylation procedure it is possible to quickly establish two of the most critical stereocenters of the cyanthiwigin framework with high levels of selectivity and expediency. The synthetic route additionally employs both a tandem ring‐closing cross‐metathesis reaction, and an aldehyde‐olefin radical cyclization process, in order to rapidly arrive at the tricyclic cyathane core of the cyanthiwigin molecules. From this unifying intermediate, the preparations of cyanthiwigins B, F, and G are attained swiftly and without the need for protecting groups. 相似文献
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R. Steiner 《Angewandte Chemie (Weinheim an der Bergstrasse, Germany)》1979,91(8):678-678
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ZHAO Yu-Rui WANG Xian-KaiDepartment of Medicinal Chemistry of Natural Products School of Pharmacy West China University of Medical Sciences Chengdu Sichuan ChinaZHOU Jun CHENG Chang-XiangLaboratory of Phytochemistry Kunming Institute of Botany Chinese Academy of Sciences Kunming Yunnan ChinaHUANG Xiao-Lin WU Hou-MingState Key Laboratory of Bio-Organic Chemistry & Natural Products Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai China 《中国化学》1995,13(6):552-557
In the previous papers,we reported the structural elucidation of stellarins A-E,fivenew cyclopeptides from the fresh roots of Stellaria yunnanensis Franch.Further chemical study on this plant led to the isolation of two other new cyclopeptides named stellarins F(l) and G(2).By a combination of 2D-NMR,enzymatic degradation and FABMS,their structures were established to be cyclo(Gly-Ala-Gly-Ser-Pro-Trp-Phe-Pro) and cyclo(Gly-Ala-Tyr-Leu-Ala),respectively. 相似文献