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J Org Chem ; 86(17): 12354-12366, 2021 09 03.
Article in English | MEDLINE | ID: mdl-34402303

ABSTRACT

This article reports diastereoselective cyclization with chiral sulfinamides as nucleophiles in two reaction pathways: (1) intramolecular allylic substitution and (2) sequential aerobic oxidation with aza-Michael addition. These reactions were enabled by synergistic palladium and Brønsted acid catalysis and produced chiral isoindolines with good yields of 55-92% and high diastereoselectivities of 10:1 to >20:1 dr.


Subject(s)
Palladium , Catalysis , Cyclization , Oxidation-Reduction , Stereoisomerism
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