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- Title
Asymmetric Alkynylation/Lactamization Cascade: An Expeditious Entry to Enantiomerically Enriched Isoindolinones.
- Authors
Bisai, Vishnumaya; Suneja, Arun; Singh, Vinod K.
- Abstract
An unprecedented CuI-pybox-diPh-catalyzed highly enantioselective (up to >99 % ee) alkynylation/lactamization cascade has been developed as a general catalytic system for the synthesis of diversely substituted isoindolinones of immense biological importance. The cascade effects one CC and two CN bond-forming events in one reaction vessel under operationally simple, additive-free reaction conditions in good to excellent yields. The methodology was further extended to the synthesis of tetrahydroisoquinoline scaffolds common to several biologically active natural products in a two-step sequence with remarkable selectivity (up to 94 % ee).
- Subjects
TETRAHYDROISOQUINOLINES; ENANTIOSELECTIVE catalysis; INDOLINONE; AROMATIC amines; ALDEHYDES
- Publication
Angewandte Chemie International Edition, 2014, Vol 53, Issue 40, p10737
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201405074