THIENAMYCIN TOTAL SYNTHESIS - STEREOCONTROLLED INTRODUCTION OF THE HYDROXYETHYL SIDE-CHAIN

被引：99
作者：
BOUFFARD, FA
CHRISTENSEN, BG
机构：
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1981年 / 46卷 / 11期
关键词：
D O I：
10.1021/jo00324a002
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
引用
收藏
页码：2208 / 2212
页数：5
相关论文
共 29 条
[1]   STRUCTURE AND ABSOLUTE-CONFIGURATION OF THIENAMYCIN [J].
ALBERSSCHONBERG, G ;
ARISON, BH ;
HENSENS, OD ;
HIRSHFIELD, J ;
HOOGSTEEN, K ;
KACZKA, EA ;
RHODES, RE ;
KAHAN, JS ;
KAHAN, FM ;
RATCLIFFE, RW ;
WALTON, E ;
RUSWINKLE, LJ ;
MORIN, RB ;
CHRISTENSEN, BG .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1978, 100 (20) :6491-6499
[2]   CONCERNING STEREOCHEMISTRY OF REDUCTION OF CYCLOHEXANONES WITH COMPLEX METAL HYDRIDES [J].
ASHBY, EC ;
BOONE, JR ;
OLIVER, JP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (16) :5427-5428
[3]   THIENAMYCIN TOTAL SYNTHESIS .1. SYNTHESIS OF AZETIDINONE PRECURSORS OF (+/-)-THIENAMYCIN AND ITS STEREOISOMERS [J].
BOUFFARD, FA ;
JOHNSTON, DBR ;
CHRISTENSEN, BG .
JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (06) :1130-1135
[4]   RAPID QUANTITATIVE REACTION OF POTASSIUM HYDRIDE WITH WEAK LEWIS ACIDS - HIGHLY CONVENIENT NEW ROUTE TO HINDERED COMPLEX BOROHYDRIDES [J].
BROWN, CA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (12) :4100-4102
[5]   LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - NEW REAGENT FOR REDUCTION OF CYCLIC AND BICYCLIC KETONES WITH SUPER STEREOSELECTIVITY - REMARKABLY SIMPLE AND PRACTICAL PROCEDURE FOR CONVERSION OF KETONES TO ALCOHOLS IN EXCEPTIONALLY HIGH STEREOCHEMICAL PURITY [J].
BROWN, HC ;
KRISHNAMURTHY, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (20) :7159-+
[6]   40 YEARS OF HYDRIDE REDUCTIONS [J].
BROWN, HC ;
KRISHNAMURTHY, S .
TETRAHEDRON, 1979, 35 (05) :567-607
[7]  
DAUBEN WG, 1978, TETRAHEDRON LETT, P4487
[8]   METALLATION OF N-SUBSTITUTED BETA-LACTAMS - METHOD FOR INTRODUCTION OF 3-SUBSTITUENTS INTO BETA-LACTAMS [J].
DURST, T ;
LEBELLE, MJ .
CANADIAN JOURNAL OF CHEMISTRY, 1972, 50 (19) :3196-&
[9]  
GLASS RS, 1980, TETRAHEDRON LETT, P2467
[10]   FUNDAMENTAL ROLE OF ALKALINE CATION IN REDUCTION OF KETONES BY METALLIC HYDRIDES - USE OF MACROCYCLIC COORDINATES .2. STEREOSELECTION IN CASE WHERE CYCLIC MODEL INTERVENES (STUDY OF AN ARIZIDINE KETONE) [J].
HANDEL, H ;
PIERRE, JL .
TETRAHEDRON, 1975, 31 (08) :997-1000
123