Abstract

Abstract The Diels-Alder reaction of chiral 2-alkylsulfinyl-1-nitroalkene 4 with Danishefsky's diene afforded adducts 9a and 10a in good chemical yield with a high enantiomeric excess, while diastereomeric nitroalkene 5 gave 9b and 10b, enantiomeric to 9a and 10a, respectively. The synthesis of the chiral dienophiles and mechanism of the chiral induction in the cycloaddition are discussed.

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