Journal of Organic Chemistry 2006-03-03

Synthesis of gamma,delta-unsaturated-beta-keto lactones via sequential cross metathesis-lactonization: a facile entry to macrolide antibiotic (-)-A26771B.

Julian Gebauer, Siegfried Blechert

Index: J. Org. Chem. 71(5) , 2021-5, (2006)

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Abstract

A simple access to gamma,delta-unsaturated-beta-keto lactones is presented, allowing a rapid total synthesis of the naturally occurring 16-membered macrolide antibiotic (-)-A26771B via cross metathesis, asymmetric dihydroxylation, and lactonization as the key steps.

Structure	Name/CAS No.	Molecular Formula	Articles
	10-Bromo-1-decene CAS:62871-09-4	C₁₀H₁₉Br

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Radical initiation using borole derivatives. Montgomery I, e...
[Tetrahedron Lett. 49(4) , 628-630, (2008)]

The four-membered-ring chemical shift anomaly. Lambert JB, e...
[J. Org. Chem. 48(22) , 3982-3985, (1983)]

Room temperature ferroelectric terpolymers with large sponta...
[Macromolecules 28(15) , 5274-5279., (1995)]

Synthesis of gamma,delta-unsaturated-beta-keto lactones via sequential cross metathesis-lactonization: a facile entry to macrolide antibiotic (-)-A26771B.

Abstract

Related Compounds