IMPROVED PROCEDURE FOR THE REDUCTION OF N-ACYLOXAZOLIDINONES

被引：142
作者：
PENNING, TD
DJURIC, SW
HAACK, RA
KALISH, VJ
MIYASHIRO, JM
ROWELL, BW
YU, SS
机构：
[1] Searle Research and Development, Division of G.D. Searle & Co., Skokie, IIIinois
来源：
SYNTHETIC COMMUNICATIONS | 1990年 / 20卷 / 02期
关键词：
D O I：
10.1080/00397919008052299
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Lithium borohydride in the presence of one equivalent of water has been found to be an efficient agent for the reduction of sterically hindered acyloxazolidinones to the corresponding primary alcohol. Copyright © 1990 by Taylor & Francis Group. All rights reserved.
引用
收藏
页码：307 / 312
页数：6
相关论文
共 9 条
[1]   IMPROVED PROCEDURE FOR THE REDUCTION OF ESTERS TO ALCOHOLS BY SODIUM-BOROHYDRIDE [J].
BIANCO, A ;
PASSACANTILLI, P ;
RIGHI, G .
SYNTHETIC COMMUNICATIONS, 1988, 18 (15) :1765-1771
[2]   SELECTIVE REDUCTIONS .35. REACTION OF REPRESENTATIVE ORGANIC FUNCTIONAL-GROUPS WITH LITHIUM BOROHYDRIDE IN THE PRESENCE OF B-METHOXY-9-BORABICYCLO[3.3.1]NONANE - A SIMPLE, CONVENIENT PROCEDURE FOR THE CATALYZED SELECTIVE REDUCTION OF ESTERS [J].
BROWN, HC ;
NARASIMHAN, S .
JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (21) :3891-3898
[3]   NEW POWERFUL CATALYSTS FOR THE REDUCTION OF ESTERS BY LITHIUM BOROHYDRIDE [J].
BROWN, HC ;
NARASIMHAN, S .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (08) :1604-1606
[4]   ASYMMETRIC DIELS-ALDER CYCLO-ADDITION REACTIONS WITH CHIRAL ALPHA, BETA-UNSATURATED N-ACYLOXAZOLIDINONES [J].
EVANS, DA ;
CHAPMAN, KT ;
BISAHA, J .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1238-1256
[5]   ASYMMETRIC OXYGENATION OF CHIRAL IMIDE ENOLATES - A GENERAL-APPROACH TO THE SYNTHESIS OF ENANTIOMERICALLY PURE ALPHA-HYDROXY CARBOXYLIC-ACID SYNTHONS [J].
EVANS, DA ;
MORRISSEY, MM ;
DOROW, RL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (14) :4346-4348
[6]   ENANTIOSELECTIVE ALDOL CONDENSATIONS .2. ERYTHRO-SELECTIVE CHIRAL ALOL CONDENSATIONS VIA BORON ENOLATES [J].
EVANS, DA ;
BARTROLI, J ;
SHIH, TL .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (08) :2127-2129
[7]   CONTRASTERIC CARBOXIMIDE HYDROLYSIS WITH LITHIUM HYDROPEROXIDE [J].
EVANS, DA ;
BRITTON, TC ;
ELLMAN, JA .
TETRAHEDRON LETTERS, 1987, 28 (49) :6141-6144
[8]   ELECTROPHILIC AZIDE TRANSFER TO CHIRAL ENOLATES - A GENERAL-APPROACH TO THE ASYMMETRIC-SYNTHESIS OF ALPHA-AMINO-ACIDS [J].
EVANS, DA ;
BRITTON, TC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (22) :6881-6883
[9]   REDUCTION OF ORGANIC-COMPOUNDS WITH HYDROXYBOROHYDRIDE ION [J].
REED, JW ;
JOLLY, WL .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (24) :3963-3965
1