STEREOSELECTIVE REARRANGEMENTS OF CONFORMATIONALLY MOBILE EPOXIDES

被引：30

作者：

CHEER, CJ

JOHNSON, CR

机构：

[1] Frank J. Seiler Research Laboratory, Office of Aerospace Research, U. S. Air Force Academy

[2] Department of Chemistry, Wayne State University, Detroit

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 1968年 / 90卷 / 01期

关键词：

D O I：

10.1021/ja01003a031

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The syntheses and structural assignments of erythro- and threo-1-methyl-1-(hydroxyindanyl)oxirane are described. The course of the rearrangements of each of these isomers to 1- and 2-tetralone derivatives utilizing homogeneous (boron trifluoride) and heterogeneous (alumina) catalyses have been examined. The latter effects the arrangements in a stereoselective manner lending support to an earlier suggestion that such reactions proceed through conformationally immobile surface absorbed transition states. © 1968, American Chemical Society. All rights reserved.

引用

页码：178 / &

共 16 条

[11] CONFORMATIONAL ANALYSIS .4. A QUANTITATIVE METHOD FOR DETERMINATION OF STERIC ENVIRONMENT OF HYDROXYL GROUP BY NUCLEAR MAGNETIC RESONANCE
OUELLETT.RJ
BOOTH, GE
LIPTAK, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (15) : 3436 - &
[12] CONFORMATIONAL ANALYSIS .X. DETERMINATION OF INTRAMOLECULAR HYDROGEN BONDING BY HYDROXYL PROTON MAGNETIC RESONANCE
OUELLETTE, RJ
LIPTAK, K
BOOTH, GE
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1967, 32 (08) : 2394 - +
[13] POPLE JA, HIGHRESOLUTION NUCLE, pCH15
[14] RUNDQUIST J, 1951, THESIS HARVARD U
[15] ENAMINE ALKYLATION AND ACYLATION OF CARBONYL COMPOUNDS
STORK, G
SZMUSZKOVICZ, J
TERRELL, R
BRIZZOLARA, A
LANDESMAN, H
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (02) : 207 - &
[16] DETERMINATION OF CARBOHYDRATES IN GLYCOLIPIDES + GANGLIOSIDES BY GAS CHROMATOGRAPHY
SWEELEY, CC
WALKER, B
[J]. ANALYTICAL CHEMISTRY, 1964, 36 (08) : 1461 - &

← 1 2 →