Synthesis and reactions of 1,2-disubstituted methylenecyclopropanes prepared via intramolecular cyclopropanation of allenic diazoacetates

DOI: 10.1016/S0040-4039(97)00765-X

Source and publish data:

Tetrahedron Letters p. 3833 - 3836 (1997)

Update date:2022-08-05

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Authors:

Lautens, Mark

Meyer, Christophe

Van Oeveren, Arjan

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Article abstract of DOI:10.1016/S0040-4039(97)00765-X

Diazoacetates derived from α- or β-allenic alcohols, prepared using the glyoxylic acid chloride p-toluenesulfonylhydrazone method, undergo regioselective intramolecular cyclopropanation in the presence of a copper (II) catalyst in refluxing toluene, leading to synthetically useful di- or trisubstituted methylenecyclopropyl lactones. The diastereoselectivity of the process has been studied.

Full text of DOI:10.1016/S0040-4039(97)00765-X

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