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Org Lett. 2008 Aug 21;10(16):3429-31. doi: 10.1021/ol800902g. Epub 2008 Jul 19.

Total synthesis of GEX1A.

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1
Department of Chemistry, The Ohio State University, 100 West 18th Avenue, Columbus, Ohio 43210-1185, USA.

Abstract

An efficient and readily modifiable synthesis of GEX1A/herboxidiene/TAN-1609 ( 1) was developed. This modular synthesis featured a Suzuki coupling to install the conjugated diene and a Ru-catalyzed lactonization and Roush crotylation to construct the functionalized tetrahydropyran moiety. Myers' alkylation, cross-metathesis, and Keck crotylation were employed for assembly of the biologically essential side-chain domain.

PMID:
18642829
DOI:
10.1021/ol800902g
[Indexed for MEDLINE]
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