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Issue 18, 1998
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Catalytic asymmetric Diels–Alder reactions of α-thioacrylates for the preparation of norbornenone

Abstract

CuII–bisoxazoline complexes catalyse the asymmetric Diels–Alder cycloaddition of α-thioacrylates with cyclopentadiene to give the cycloadducts in up to 92% yield, 88% de and >95% ee for the endo product; deprotection gives good yields of (1S,4S)-norbornenone with high enantioselectivity.

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Article type: Paper
DOI: 10.1039/A805366I
Chem. Commun., 1998, 1985-1986

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    Catalytic asymmetric Diels–Alder reactions of α-thioacrylates for the preparation of norbornenone

    V. K. Aggarwal, E. S. Anderson, D. Elfyn Jones, K. B. Obierey and R. Giles, Chem. Commun., 1998, 1985
    DOI: 10.1039/A805366I

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