CN-assisted oxidative cyclization of cyano cinnamates and styrene derivatives: a facile entry to 3-substituted chiral phthalides

TitleCN-assisted oxidative cyclization of cyano cinnamates and styrene derivatives: a facile entry to 3-substituted chiral phthalides
Publication TypeJournal Article
Year of Publication2012
AuthorsR. Reddy, S, Kiran, INChaitha, Sudalai, A
JournalOrganic & Biomolecular Chemistry
Volume10
Issue18
Pagination3655-3661
Date PublishedMAR
ISSN1477-0520
Abstract

The asymmetric dihydroxylation (AD) of o-cyano cinnamates and styrene derivatives leads to efficient construction of chiral phthalide frameworks in high optical purities. This unique reaction is characterized by unusual synergism between CN and osmate groups resulting in rate enhancement of the AD process. The method is amply demonstrated by the synthesis and the structural/stereochemical assignment of the natural products.

DOI10.1039/c2ob25409c
Type of Journal (Indian or Foreign)Foreign
Impact Factor (IF)3.568
Divison category: 
Chemical Engineering & Process Development