Tetrahedron letters

Intramolecular cyclopropanation reactions en route to novel P-heterocycles

PR Hanson, KT Sprott, AD Wrobleski

Index: Hanson, Paul R.; Sprott, Kevin T.; Wrobleski, Aaron D. Tetrahedron Letters, 1999 , vol. 40, # 8 p. 1455 - 1458

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Citation Number: 24

Abstract

The first examples of intramolecular cyclopropanation reactions on a phosphonate template catalyzed by Rh2 (OAc) 4 are described. These reactions proceed in excellent yield and give mixtures of the P-heterocycles cis-2a-d and trans-2a-d with moderate levels of diastereoselectivity. The diastereoselectivity of this tranformation is dependent upon the size of the alkyl group R contained in the alkyl α-diazodiallylphosphonoacetate starting ...