期刊
CHEMISTRYSELECT
卷 4, 期 1, 页码 399-402出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/slct.201803646
关键词
Acetylenic alcohols; Mosher's Esters; Evans auxiliary; methylation; Enzymatic resolution
资金
- UGC, New Delhi, India
The first total synthesis of 16-Methyleicos-(4E)-en-1-yn-3-ol, a bioactive component of the marine sponge Cribrochalina vasculum was achieved by Evans auxiliary methylation followed by resolution of the corresponding racemates using lipase formulation Novozyme 435 and Mosher's ester method. We report the asymmetric syntheses of four diastereomers (1 a-d) of the natural compound 1 and established the absolute configuration of chiral centers, leading to the revision of the natural product configuration from 3 S to 3 R.
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