A selenium-mediated strategy for the stereoselective synthesis of substituted tetrahydropyrans and isochromans has been developed starting from δ-phenylseleno ketones. After enantioselective reduction, the chiral nonracemic phenylseleno alcohols were oxidized to the corresponding selenones, which underwent an effcient 6-exo-tet ring-closure reaction.
Stereoselective Synthesis of Substituted Tetrahydropyrans and Isochromans by Cyclization of Phenylseleno Alcohols
TEMPERINI, Andrea;ROSATI, Ornelio;MINUTI, Lucio
2015
Abstract
A selenium-mediated strategy for the stereoselective synthesis of substituted tetrahydropyrans and isochromans has been developed starting from δ-phenylseleno ketones. After enantioselective reduction, the chiral nonracemic phenylseleno alcohols were oxidized to the corresponding selenones, which underwent an effcient 6-exo-tet ring-closure reaction.File in questo prodotto:
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