EFFECT OF A((1,3))-CIS STRAIN ON THE ASYMMETRIC EPOXIDATION OF (E)-6,6-DIETHOXY-3-HEXEN-2-OL AND (Z)-6,6-DIETHOXY-3-HEXEN-2-OL AND 4-METHYL-6,6-DIETHOXY-3-HEXEN-2-OLS

Authors
NIKITENKO AA ARSHAVA BM TARAN IG MIKERIN IE SHVETS VI RAIFELD YE LANG SA LEE VJ
Citation
Aa. Nikitenko et al., EFFECT OF A((1,3))-CIS STRAIN ON THE ASYMMETRIC EPOXIDATION OF (E)-6,6-DIETHOXY-3-HEXEN-2-OL AND (Z)-6,6-DIETHOXY-3-HEXEN-2-OL AND 4-METHYL-6,6-DIETHOXY-3-HEXEN-2-OLS, Tetrahedron, 54(39), 1998, pp. 11731-11740
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
39
Year of publication
1998
Pages
11731 - 11740
Database
ISI
SICI code
0040-4020(1998)54:39<11731:EOASOT>2.0.ZU;2-N
Abstract
The effect of A((1,3))-cis strain on the diastereoselectivity of epoxi dation of (E)-and (Z)-6,6-diethoxy-3-hexen-2-ols and 4-methyl-6,6-diet hoxy-3-hexen-2-ols is analyzed, with some empiric observations provide d. Increased A((1,3))-cis strain results in increased amounts of racem ic threo-epoxy alcohols, while high ee's are found for the erythro-epo xy alcohols. (C) 1998 Elsevier Science Ltd. All rights reserved.