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Enantioselective total synthesis of bistramide A.

ABSTRACT: The enantioselective synthesis of bistramide A has been achieved with a longest linear sequence of 18 steps. The synthetic strategy involves the use of a distereoselective glycolate alkylation, an aldol addition of a chlorotitanium enolate of N-acylthiazolidinthione, and a Sharpless asymmetric epoxidation to synthesize the three key fragments.

SUBMITTER: Crimmins MT

PROVIDER: S-EPMC2546575 | biostudies-literature | 2006 Apr

REPOSITORIES: biostudies-literature

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Enantioselective total synthesis of bistramide A.

Crimmins Michael T MT DeBaillie Amy C AC

Journal of the American Chemical Society 20060401 15

The enantioselective synthesis of bistramide A has been achieved with a longest linear sequence of 18 steps. The synthetic strategy involves the use of a distereoselective glycolate alkylation, an aldol addition of a chlorotitanium enolate of N-acylthiazolidinthione, and a Sharpless asymmetric epoxidation to synthesize the three key fragments. ...[more]

PMID: 16608311

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