期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 137, 期 15, 页码 4968-4971出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.5b02631
关键词
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资金
- National Institute of General Medical Sciences [R01 GM084927]
- NSF
- ACS Division of Organic Chemistry
A stereocontrolled total synthesis of the indole diterpenoid natural product paspaline is described. Key steps include a highly diastereoselective enzymatic desymmetrization, substrate-directed epoxidation, Ireland-Claisen rearrangement, and diastereotopic group selective C-H acetoxylation to assemble the target with excellent stereofidelity. The route and results described herein outline complementary conceptual disconnections in the arena of steroid natural product synthesis.
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