Total synthesis of (-)-spinosyn A.

Abstract:

:A convergent, highly stereoselective total synthesis of (-)-spinosyn A (1) is described. Key features of the synthesis include the transannular Diels-Alder reaction of macrocyclic pentaene 11 and the transannular Morita-Baylis-Hillman cyclization of 12 that generates tetracycle 26. The total synthesis of (-)-spinosyn A was completed by a sequence involving the highly beta-selective glycosidation reaction of 13 and glycosyl imidate 30.

authors

Mergott DJ,Frank SA,Roush WR

doi

10.1073/pnas.0401247101

keywords:

subject

Has Abstract

pub_date

2004-08-17 00:00:00

pages

11955-9

issue

33

eissn

0027-8424

issn

1091-6490

pii

0401247101

journal_volume

101

pub_type

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