Synlett

Diastereoselective [4+ 2] reactions of o-quinone methides with a chiral enol ether: Asymmetric synthesis of (+)-R-mimosifoliol

C Selenski, LH Mejorado, TRR Pettus

Index: Selenski, Carolyn; Mejorado, Lupe H.; Pettus, Thomas R. R. Synlett, 2004 , # 6 p. 1101 - 1103

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Citation Number: 14

Abstract

Abstract The first examples of enantioselective [4+ 2] cycloadditions of o-quinone methides (o-QMs) are reported. Their cycloaddition with trans-2-phenyl-1-cyclohexanol derived vinyl ether produces chiral benzopyrans. This procedure offers access to chiral aliphatic benzylic carbons and is applied to the synthesis of (+)-R-mimosifoliol.