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Enantioselective Photochemical Organocascade Catalysis
Author(s) -
Woźniak Łukasz,
Magagnano Giandomenico,
Melchiorre Paolo
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201711397
Subject(s) - kinetic resolution , enantioselective synthesis , chemistry , stereoselectivity , reactivity (psychology) , catalysis , organocatalysis , cascade , photochemistry , excited state , combinatorial chemistry , organic chemistry , medicine , physics , alternative medicine , pathology , chromatography , nuclear physics
Reported herein is a photochemical cascade process that combines the excited‐state and ground‐state reactivity of chiral organocatalytic intermediates. This strategy directly converts racemic cyclopropanols and α,β‐unsaturated aldehydes into stereochemically dense cyclopentanols with exquisite stereoselectivity. Mechanistic investigations have enabled elucidating the origin of the stereoconvergence, which is governed by a kinetic resolution process.