Organocatalytic, Enantioselective Synthesis of 1- and 3-Substituted Isochromans via Intramolecular Oxa-Michael Reaction of Alkoxyboronate: Synthesis of (+)-Sonepiprazole

Barnala Ravindra, Sanjay Maity, Braja Gopal Das, Prasanta Ghorai

Research output: Contribution to journalArticlepeer-review

23 Scopus citations

Abstract

The enantioselective oxa-Michael reaction of alkoxyboronate strategy was demonstrated to provide a new and practical route to enantioriched 1- and 3-substituted isochromans using a chiral bifunctional organocatalyst. Furthermore, this methodology was extended to the enantioselective synthesis of (+)-sonepiprazole, a dopamine receptor antagonist.

Original languageEnglish (US)
Pages (from-to)7008-7018
Number of pages11
JournalJournal of Organic Chemistry
Volume80
Issue number14
DOIs
StatePublished - Jul 17 2015

Bibliographical note

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© 2015 American Chemical Society.

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