Chiral and stereochemical control via intramolecular Diels-Alder reaction of Z dienes

SG Pyne, MJ Hensel, PL Fuchs

Index: Pyne,S.G.; Hensel,M.J.; Fuchs,P.L. Journal of the American Chemical Society, 1982 , vol. 104, p. 5719

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Citation Number: 77

Abstract

(m, 12 H), 1.24 (two partially superimposed t, 6 H, J = 7.1 Hz, ... Oxidation of Cyclohexanol 12. Cyclohexanol 12 (12.5 mg, 0.04 mmol) in CH,Cl2 (2 mL) was added to a stirred suspension of pyridinium chlorochromate (56 mg, 0.26 mmol) in CH2C12 (2 mL). After stirring for 20 min, the reaction mixture was filtered through silica gel and concentrated to give 14 mg of crude product. VPC analysis indicated a mixture of starting material (64%) and ketone product ...