STEREOSELECTIVE REDUCTION WITH SODIUM DITHIONITE OF CONJUGATED ENONESIN THE PRESENCE OF BETA-CYCLODEXTRIN AND ITS HEPTAKIS(2,6-DI-O-METHYL) DERIVATIVE AS HOST COMPOUNDS OR PHASE-TRANSFER AGENTS

Citation
R. Fornasier et al., STEREOSELECTIVE REDUCTION WITH SODIUM DITHIONITE OF CONJUGATED ENONESIN THE PRESENCE OF BETA-CYCLODEXTRIN AND ITS HEPTAKIS(2,6-DI-O-METHYL) DERIVATIVE AS HOST COMPOUNDS OR PHASE-TRANSFER AGENTS, Journal of inclusion phenomena and molecular recognition in chemistry, 18(1), 1994, pp. 81-92
Citations number
9
Categorie Soggetti
Chemistry,Crystallography
ISSN journal
09230750
Volume
18
Issue
1
Year of publication
1994
Pages
81 - 92
Database
ISI
SICI code
0923-0750(1994)18:1<81:SRWSDO>2.0.ZU;2-K
Abstract
The reduction with sodium dithionite in aqueous alkaline solution of t he conjugated carbon-carbon double bond of carbonyl compounds 1-5 as i nclusion compounds in beta-cyclodextrin (CD) and its heptakis(2,6-di-O -methyl) derivative (DMCD) has been investigated. These results are co mpared with those obtained under phase transfer conditions (1 : 1 wate r-toluene) using methyltrioctylammonium chloride or DMCD as transfer a gents. Remarkable kinetic effects as well as regio- and stereoselectiv ities were observed, depending on the nature of the host molecule and of the substrate.