Efficient access to enantiopure 1,3-disubstituted isoindolines from selective catalytic fragmentation of an original desymmetrized rigid overbred template

TitleEfficient access to enantiopure 1,3-disubstituted isoindolines from selective catalytic fragmentation of an original desymmetrized rigid overbred template
Publication TypeJournal Article
Year of Publication2015
AuthorsPandey, G, Varkhedkar, R, Tiwari, D
JournalOrganic & Biomolecular Chemistry
Volume13
Issue15
Pagination4438-4448
Date PublishedMAR
ISSN1477-0520
Abstract

An efficient and scalable synthesis of various enantiopure 1,3-disubstituted isoindolines is reported. The base catalyzed nucleophilic fragmentation of a rigid overbred template is established with various substrates to afford the corresponding 1,3-disubstituted isoindoline ester, amide, thioate, 1,3-amino alcohol and isoindolylcarboxylic acid. The crucial rigid overbred template is synthesized in an optically pure form in multigram scale by asymmetric desymmetrization of the corresponding meso compound.

DOI10.1039/c5ob00229j
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)3.559
Divison category: 
Organic Chemistry