Publisher： John Wiley & Sons Inc
E-ISSN： 2192-6549|62|10|843-849
ISSN： 0009-4536
Source： JOURNAL OF THE CHINESE CHEMICAL SOCIETY (ELECTRONIC), Vol.62, Iss.10, 2015-10, pp. : 843-849
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Abstract
AbstractThe organocatalytic asymmetric synthesis of hexahydropyridazines were performed through a unique Michael/amination/cyclization reaction. The organocascade reaction proceeded smoothly between 2‐arylidene‐1,3‐indandiones and aldehydes followed by the addition of azodicarboxylates catalyzed by the privileged organocatalyst α,‐α‐L‐diphenylprolinol trimethylsilyl ether (10 mol%) in the presence of a base additive Et3N (20 mo%) at 0 °C. A series of substituted hexahydropyridazines were obtained in good to high chemical yields (55–78 %) and reasonable to high levels of stereoselectivities (51–93 % ee and 4 : 1 d.r.).
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