Stereochemical study of the allylation of 1-phenylsulfinylethyl and 1-phenylsulfinyl-2,2,2-trifluoroethyl radicals

Renaud, P.; Carrupt, Pierre-Alain; Gerster, M.; Schenk, K.

Scientific article

English

Stereochemical study of the allylation of 1-phenylsulfinylethyl and 1-phenylsulfinyl-2,2,2-trifluoroethyl radicals

ContributorsRenaud, P.; Carrupt, Pierre-Alain; Gerster, M.; Schenk, K.

Published inTetrahedron letters, vol. 35, no. 11, p. 1703-1706

Publication date1994

Abstract

The stereochemistry of the reactions of 1-phenylsulfinylethyl radical (1r) and 1-phenylsulfinyl-2,2,2-trifluoroethyl radical (2r) with allylstannanes has been examined. Preferential formation of products of opposite relative configuration has been observed. Conformational analysis of the radical intermediates (AM1 calculations) allows to rationalize the results

Affiliation entities

Not a UNIGE publication

Citation (ISO format)

RENAUD, P. et al. Stereochemical study of the allylation of 1-phenylsulfinylethyl and 1-phenylsulfinyl-2,2,2-trifluoroethyl radicals. In: Tetrahedron letters, 1994, vol. 35, n° 11, p. 1703–1706.

Identifiers

PID : unige:9970

Journal ISSN0040-4039

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Stereochemical study of the allylation of 1-phenylsulfinylethyl and 1-phenylsulfinyl-2,2,2-trifluoroethyl radicals

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