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Intramolecular cyclopropanation reactions en route to novel P-heterocycles

✍ Scribed by Paul R. Hanson; Kevin T. Sprott; Aaron D. Wrobleski

Publisher: Elsevier Science
Year: 1999
Tongue: French
Weight: 213 KB
Volume: 40
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(99)00023-4

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✦ Synopsis

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 transformation is dependent upon the size of the alkyl group R contained in the alkyl cx-diazodiallylphosphonoacetate starting materials la-d.

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