New trialkylsilyl enol ether chemistry: new regiospecific methodology for the synthesis of α,β-unsaturated cyclic ketones

Magnus, Philip; Evans, Andrew; Lacour, Jérôme

doi:10.1016/S0040-4039(00)79564-5

Scientific article

English

New trialkylsilyl enol ether chemistry: new regiospecific methodology for the synthesis of α,β-unsaturated cyclic ketones

ContributorsMagnus, Philip; Evans, Andrew; Lacour, Jérôme

Published inTetrahedron letters, vol. 33, no. 21, p. 2933-2936

Publication date1992

Abstract

Treatment of TIPS enol ethers with PhIO/TMSN3 followed by desilylation/elimination with fluoride ion gives good yields of the a,ß-unsaturated ketone. Treatment of triisopropylsilyl enol ethers with PhIO/TMSN3 followed by fluoride ion gives good yields of the a,ß-unsaturated ketone.

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Not a UNIGE publication

Citation (ISO format)

MAGNUS, Philip, EVANS, Andrew, LACOUR, Jérôme. New trialkylsilyl enol ether chemistry: new regiospecific methodology for the synthesis of α,β-unsaturated cyclic ketones. In: Tetrahedron letters, 1992, vol. 33, n° 21, p. 2933–2936. doi: 10.1016/S0040-4039(00)79564-5

Identifiers

PID : unige:6608
DOI : 10.1016/S0040-4039(00)79564-5

Journal ISSN0040-4039

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New trialkylsilyl enol ether chemistry: new regiospecific methodology for the synthesis of α,β-unsaturated cyclic ketones

Treatment of TIPS enol ethers with PhIO/TMSN3 followed by desilylation/elimination with fluoride ion gives good yields of the a,ß-unsaturated ketone. Treatment of triisopropylsilyl enol ethers with PhIO/TMSN3 followed by fluoride ion gives good yields of the a,ß-unsaturated ketone.

Technical informations