An enantiodivergent synthesis of fused bicyclo[2.2.1]heptane lactones via an asymmetric Diels–Alder reaction

Abstract
An enantiodivergent synthesis of the bicyclo[2.2.1]heptane lactone (2) is described, by regioselective reduction of the Diels–Alder adducts (3) and (4) with di-isobutylaluminium hydride followed by reductive elimination of the chiral auxiliary, 10-mercaptoisoborneol (9) through reaction with samarium(II) iodide.

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