Abstract
SmI 2-induced reaction of ( E)-β-alkoxyvinyl ( R)- and ( S)-sulfoxides with aldehydes effected a highly stereoselective intramolecular cyclization to give 2,6- anti-2,3- cis- and 2,6- syn-2,3- trans-tetrahydropyran-3-ols, respectively. The reaction of ( Z)-( R)-isomer gave 2,6- syn-2,3- cis-tetrahydropyran-3-ol and a ring-opened product, and that of ( Z)-( S)-isomer yielded many products.
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