期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 138, 期 30, 页码 9425-9428出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.6b06623
关键词
-
资金
- NIH [GM-118176]
- Bristol-Myers Squibb
An expedient, practical, and enantioselective route to the highly congested ent-kaurane diterpene maoecrystal V is presented. This route, which has been several years in the making, is loosely modeled after a key pinacol shift in the proposed biosynthesis. Only 11 steps, many of which are strategic in that they build key skeletal bonds and incorporate critical functionalities, are required to access (-)-maoecrystal V. Several unique and unexpected maneuvers are featured in this potentially scalable pathway. Reevaluation of the biological activity calls into question the initial exuberance surrounding this natural product.
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