Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 79, Issue 20, Pages 9778-9791Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo5019798
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Funding
- Council of Scientific and Industrial Research, New Delhi
- Department of Science and Technology [SB/S5/GC-03/2013]
- Board of Research in Nuclear Science, India [2012/37C/7/BRNS]
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The first stereoselective total syntheses of marine cyclodepsipeptides, calcaripeptides A-C, have been accomplished. Emphasis was given particularly in identification of an efficient strategy for the macrocyclization. The notable features of our synthesis include Evans alkylation, Crimmins syn-aldol, Crimmins acetate aldol, Wittig olefination, and Shiina macrolactonization reactions. An anomaly in the H-1 NMR of the proposed calcaripeptide B has been amended during this synthetic study.
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