Tetrahedron Letters

Synthesis of dibromoolefins via a tandem ozonolysis–dibromoolefination reaction

BA Brown, JGC Veinot

Index: Brown, Brenna Arlyce; Veinot, Jonathan G.C. Tetrahedron Letters, 2013 , vol. 54, # 8 p. 792 - 795

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Citation Number: 4

Abstract

In this Letter we outline the synthesis of a variety of dibromoolefins (DBOs) from a series of alkenes by coupling an oxidative cleavage and a reaction with a phosphorous ylide. This approach strategically avoids isolation of reactive aldehyde intermediates and presents one of the few examples coupling carbon–carbon bond formation with ozonolysis.

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