NONLINEAR EFFECTS IN THE REDUCTION OF ACETOPHENONE BY DIISOPINOCAMPHENYL CHLOROBORANE - INFLUENCE OF THE REAGENT PREPARATION

被引：16

作者：

GIRARD, C ^{[1
]}

KAGAN, HB ^{[1
]}

机构：

[1] UNIV PARIS 11,CNRS,SYNTH ASYMETR LAB,F-91405 ORSAY,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 08期

关键词：

D O I：

10.1016/0957-4166(95)00242-H

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A nonlinear effect (NLE) in the relation between the e.e.'s of diisopinocampheyl chloroborane (EE(aux)) and the e.e.'s of 1-phenylethanol (EE(prod)) was found during the reduction of acetophenone using this chloroborane derived from mixtures of alpha-pinenes. Furthermore, this effect was a function of the preparation method of the borane precursor.

引用

页码：1881 / 1884

页数：4

共 20 条

[1] ASYMMETRIC AMPLIFICATION IN NICKEL-CATALYZED CONJUGATE ADDITION TO CHALCONE
BOLM, C
[J]. TETRAHEDRON-ASYMMETRY, 1991, 2 (07) : 701 - 704
[2] HYDROBORATION OF TERPENES .9. A SIMPLE IMPROVED PROCEDURE FOR UPGRADING THE OPTICAL PURITY OF COMMERCIALLY AVAILABLE ALPHA-PINENES AND BETA-PINENES - CONVERSION OF (+)-ALPHA-PINENE TO (+)-BETA-PINENE VIA HYDROBORATION ISOMERIZATION
BROWN, HC
JOSHI, NN
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (17) : 4059 - 4062
[3] DEVELOPMENT OF A SIMPLE GENERAL PROCEDURE FOR SYNTHESIS OF PURE ENANTIOMERS VIA CHIRAL ORGANOBORANES
BROWN, HC
SINGARAM, B
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1988, 21 (08) : 287 - 293
[4] HYDROBORATION .18. REACTION OF DIISOPINOCAMPHEYLBORANE WITH REPRESENTATIVE CIS-ACYCLIC CYCLIC + BICYCLIC OLEFINS . CONVENIENT SYNTHESIS OF OPTICALLY ACTIVE ALCOHOLS + OLEFINS OF HIGH OPTICAL PURITY + ESTABLISHED CONFIGURATION
BROWN, HC
AYYANGAR, NR
ZWEIFEL, G
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (03) : 397 - &
[5] CHIRAL SYNTHESIS VIA ORGANOBORANES .6. HYDROBORATION .74. ASYMMETRIC HYDROBORATION OF REPRESENTATIVE HETEROCYCLIC OLEFINS WITH DIISOPINOCAMPHEYLBORANE - SYNTHESIS OF HETEROCYCLIC BORONATES AND HETEROCYCLIC ALCOHOLS OF VERY HIGH ENANTIOMERIC PURITY
BROWN, HC
PRASAD, JVNV
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1986, 108 (08) : 2049 - 2054
[6] BROWN HC, 1961, J AM CHEM SOC, V83, P486, DOI 10.1021/ja01463a055
[7] HYDROBORATION .62. MONOISOPINOCAMPHEYLBORANE, AN EXCELLENT CHIRAL HYDROBORATING AGENT FOR TRANS-DISUBSTITUTED AND TRISUBSTITUTED ALKENES - EVIDENCE FOR A STRONG STERIC DEPENDENCE IN SUCH ASYMMETRIC HYDROBORATIONS
BROWN, HC
JADHAV, PK
MANDAL, AK
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (26) : 5074 - 5083
[8] BROWN HC, 1982, J ORG CHEM, V47, P4059
[9] Chandrasekharan J., 1985, J ORG CHEM, V50, P5448
[10] NONLINEAR EFFECTS IN ASYMMETRIC CATALYSIS
GUILLANEUX, D
ZHAO, SH
SAMUEL, O
RAINFORD, D
KAGAN, HB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (21) : 9430 - 9439

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