FORMATION AND ISOLATION OF ENANTIOMERICALLY PURE PRODUCTS IN QUANTITYFROM DIELS-ALDER REACTIONS OF 1,4-BENZOQUINONES

Authors
ENGLER TA LETAVIC MA LYNCH KO TAKUSAGAWA F
Citation
Ta. Engler et al., FORMATION AND ISOLATION OF ENANTIOMERICALLY PURE PRODUCTS IN QUANTITYFROM DIELS-ALDER REACTIONS OF 1,4-BENZOQUINONES, Journal of organic chemistry, 59(5), 1994, pp. 1179-1183
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
5
Year of publication
1994
Pages
1179 - 1183
Database
ISI
SICI code
0022-3263(1994)59:5<1179:FAIOEP>2.0.ZU;2-G
Abstract
Diels-Alder reactions of 2-methoxy-6-methyl- and 2-methoxy-5-methyl-1, 4-benzoquinones with various substituted dienes are promoted by a chir al complex prepared from TiCl4, Ti((OPr)-Pr-i)(4), and (2R,3R)-2,3-O-( 1- ylidene)-1,1,4,4-tetraphenyl-1,2,3,4-butanetetrol. The products fro m several dienes are formed in moderate to good ee and are obtained en antiomerically pure after simple recrystallization steps.