Smallest organocatalyst in highly enantioselective direct aldol reaction in wet solvent-free conditions

TitleSmallest organocatalyst in highly enantioselective direct aldol reaction in wet solvent-free conditions
Publication TypeJournal Article
Year of Publication2014
AuthorsBhowmick, S, Kunte, SS, Bhowmick, KC
JournalRSC Advances
Volume4
Issue46
Pagination24311-24315
Date PublishedMAY
ISSN2046-2069
Abstract

The catalytic efficacy of the smallest organocatalyst, L-proline hydrazide, prepared from a cheaply available natural amino acid, such as L-proline, was studied for the direct asymmetric aldol reaction of various ketones with aromatic aldehydes at room temperature in the presence of several acid additives. A loading of 10 mol% of catalyst 1 and p-toluenesulphonic acid as an additive was employed in this reaction, and good yields (up to 99%) with high anti/syn diastereoselectivities (up to 95 : 5) and enantioselectivities (up to >99.9%) were achieved in aqueous media.

DOI10.1039/c4ra02690j
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)3.84
Divison category: 
Organic Chemistry