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Enantioselective synthesis of (-)-basiliskamide A.

ABSTRACT: Basiliskamide A is an antifungal polyketide natural product isolated by Andersen and co-workers from a Bacillus laterosporus isolate, PNG-276. A nine-step enantioselective synthesis of (-)-basiliskamide A is reported, starting from commercially available ?-hydroxy ester 7. The synthesis features a highly diastereoselective mismatched double asymmetric ?-stannylallylboration reaction of aldehyde 5 with the bifunctional allylborane reagent 4.

SUBMITTER: Chen M

PROVIDER: S-EPMC3306514 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

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Enantioselective synthesis of (-)-basiliskamide A.

Chen Ming M Roush William R WR

Organic letters 20120228 6

Basiliskamide A is an antifungal polyketide natural product isolated by Andersen and co-workers from a Bacillus laterosporus isolate, PNG-276. A nine-step enantioselective synthesis of (-)-basiliskamide A is reported, starting from commercially available β-hydroxy ester 7. The synthesis features a highly diastereoselective mismatched double asymmetric δ-stannylallylboration reaction of aldehyde 5 with the bifunctional allylborane reagent 4. ...[more]

PMID: 22372693

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