期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 58, 期 1, 页码 248-253出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201812096
关键词
1,3-dienes; alkynes; macrocycles; natural products; trans-hydrostannation
资金
- MPG
The new approach to the anticancer agent rhizoxin D described herein does not cohere with the conventional logic of metathesis, according to which macrocycles are best closed at a disubstituted olefinic site; rather, the trisubstituted C11-C12 alkene flanked by an allylic -OH group served as the pivot point for synthesis. This motif was attained in good yield and excellent selectivity by a sequence of alkyne metathesis, trans-hydrostannation and cross coupling. Because the exact same substructure is prominently featured in numerous other natural products, the underpinning strategy, though unusual, might bear more general relevance.
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