Chiral 1,3-butadiene-2-carboxylates for an efficient asymmetric Diels–Alder reaction

1,3-Butadiene-2-carboxylates derived from certain chiral alcohols are good substrates for a highly efficient asymmetric Diels–Alder reaction, which permits the preparation of optically active heterocyclic, cyclohexane and hydrindane systems. Graphic

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Bibliographic Details
Published inTetrahedron letters Vol. 43; no. 2; pp. 285 - 289
Main Authors Urabe, Hirokazu, Kusaka, Keiko, Suzuki, Daisuke, Sato, Fumie
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 2002
Elsevier
Subjects
asymmetric synthesis
camphor
Chemistry
Chemistry, Organic
Diels–Alder reaction
dienes
dienophiles
Lewis acid
Physical Sciences
Science & Technology
Lewis acid
camphor
dienophiles
asymmetric synthesis
Diels–Alder reaction
dienes
ALCOHOLS
ESTER
CYCLOADDITION
AUXILIARIES
ACID
CONSTRUCTION
DERIVATIVES
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Summary:1,3-Butadiene-2-carboxylates derived from certain chiral alcohols are good substrates for a highly efficient asymmetric Diels–Alder reaction, which permits the preparation of optically active heterocyclic, cyclohexane and hydrindane systems. Graphic
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(01)02136-0