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  • Title: Enantioselective direct aza hetero-Diels-Alder reaction catalyzed by chiral Brønsted acids.
    Author: Liu H, Cun LF, Mi AQ, Jiang YZ, Gong LZ.
    Journal: Org Lett; 2006 Dec 21; 8(26):6023-6. PubMed ID: 17165920.
    Abstract:
    [Structure: see text] The first chiral Brønsted acid-catalyzed asymmetric direct aza hetero-Diels-Alder reaction has been described. The phosphoric acids, prepared from binol and H8-binol derivatives, have shown catalytic ability for the reaction of cyclohexenone with N-PMP-benzaldimine. A chiral phosphoric acid, derived from 3,3-di(4-chloropheneyl)-H8-binol, exhibited superior enantioselectivity, affording fairly good yields and enantioselectivities for the reaction of a range of aromatic aldimines with cyclohexenone.
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