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Diastereoselective photodeconjugation of chiral α,β-unsaturated esters

Authors
Journal
Tetrahedron Asymmetry
0957-4166
Publisher
Elsevier
Publication Date
Volume
12
Issue
9
Identifiers
DOI: 10.1016/s0957-4166(01)00226-9
Disciplines
  • Chemistry

Abstract

Abstract Chiral alcohols available in both enantiomeric forms have been tested for the diastereoselective photochemical deconjugation of 2,4-dimethylpentenoic acid esters. ( R)-Pantolactone afforded selectively the (2 R)-β,γ-unsaturated ester in good yield and high d.e. (89%), while analogous use of ( S)-pantolactone gave the (2 S)-stereoisomer with similar selectivity.

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