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
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
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.