THE TEMPERATURE-DEPENDENCE OF THE DIASTEREOSELECTIVE REDUCTION OF 2-T-BUTYLCYCLOHEXANONE WITH DIISOBUTYL-ALUMINUM-2,6-DI-T-BUTYL-4-METHYLPHENOXIDE

被引：22

作者：

BRUNNE, J ^{[1
]}

HOFFMANN, N ^{[1
]}

SCHARF, HD ^{[1
]}

机构：

[1] RHEIN WESTFAL TH AACHEN,INST ORGAN CHEM,D-52056 AACHEN,GERMANY

来源：

TETRAHEDRON | 1994年 / 50卷 / 23期

关键词：

DIASTEREOSELECTIVE REDUCTION; ISOINVERSION PRINCIPLE; DIISOBUTYLALUMINIUM-2,6-DI-T-BUTYL-4-METHYLPHENOXIDE; 2-T-BUTYL-CYCLOHEXANONE/HEXANOL;

D O I：

10.1016/S0040-4020(01)81335-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The diastereoselectivity of the reduction of 2-t-butylcyclohexanone (1) with diisobutylaluminium-2,6-di-t-butyl-4-methylphenoxide (2) is investigated as a function of the temperature and the conversion. The relevant selection steps are characterized on the basis s of the isoinversion principle. The kinetically controlled formation of the alcoholate intermediates as well as the thermodynamically controlled Meerwein-Ponndorf-Verley type equilibration are recognized as the two selection steps of the reduction.

引用

页码：6819 / 6824

页数：6

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