AN ENANTIOSELECTIVE APPROACH TO (+)-THIENAMYCIN FROM DIMETHYL 1,3-ACETONEDICARBOXYLATE AND (+)-ALPHA-METHYLBENZYLAMINE

被引：62

作者：

MELILLO, DG

CVETOVICH, RJ

RYAN, KM

SLETZINGER, M

机构：

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1986年 / 51卷 / 09期

关键词：

D O I：

10.1021/jo00359a021

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：1498 / 1504

页数：7

共 23 条

[1] STEREOSPECIFIC AND REGIOSPECIFIC ALLYLATION OF 4-CHLOROAZETIDINONES WITH ALLYLSILANES - CONVERGENT SYNTHESIS OF A KEY INTERMEDIATE FOR (+)-THIENAMYCIN [J].

ARATANI, M ;

SAWADA, K ;

HASHIMOTO, M .

TETRAHEDRON LETTERS, 1982, 23 (38) :3921-3924

[2] THIENAMYCIN TOTAL SYNTHESIS - STEREOCONTROLLED INTRODUCTION OF THE HYDROXYETHYL SIDE-CHAIN [J].

BOUFFARD, FA ;

CHRISTENSEN, BG .

JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (11) :2208-2212

[3] 3-AZIDO-4-C-CYANO-2,3,4,6-TETRADEOXY-D-ARABINO-HEXOSE TRIMETHYLENE DITHIOACETAL, A D-GLUCOSE-DERIVED, CHIRAL TEMPLATE FOR THE TOTAL SYNTHESIS OF THIENAMYCIN [J].

DURETTE, PL .

CARBOHYDRATE RESEARCH, 1982, 100 (MAR) :C27-C30

[4]

GREENHILL JV, 1977, CHEM SOC REV, V6, P277, DOI 10.1039/cs9770600277

[5] BETA-LACTAM ANTIBIOTICS - A FORMAL STEREOCONTROLLED TOTAL SYNTHESIS OF (+/-)-THIENAMYCIN [J].

GRIECO, PA ;

FLYNN, DL ;

ZELLE, RE .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (21) :6414-6417

[6] THE TOTAL, STEREOCONTROLLED SYNTHESIS OF A CHEMICAL PRECURSOR TO (+)-THIENAMYCIN - A FORMAL SYNTHESIS OF THE ANTIBIOTIC [J].

HANESSIAN, S ;

DESILETS, D ;

RANCOURT, G ;

FORTIN, R .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1982, 60 (17) :2292-2294

[7] IMPROVED MODIFIED RANEY-NICKEL CATALYST FOR ENANTIOFACE-DIFFERENTIATING (ASYMMETRIC) HYDROGENATION OF METHYL ACETOACETATE [J].

HARADA, T ;

IZUMI, Y .

CHEMISTRY LETTERS, 1978, (11) :1195-1196

[8]

IKOTA N, 1982, CHEM PHARM BULL, V30, P1929

[9] AN ASYMMETRIC-SYNTHESIS OF SYNTHETIC INTERMEDIATES TO THIENAMYCIN AND EPITHIENAMYCIN-A AND EPITHIENAMYCIN-B [J].

KAMETANI, T ;

NAGAHARA, T ;

IHARA, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (12) :3048-3052

[10] TOTAL SYNTHESIS OF (+/-)-EPITHIENAMYCIN-A AND B [(+/-)-OLIVANIC ACIDS MM22380 AND MM22382] AND DERIVATIVES [J].

KAMETANI, T ;

HUANG, SP ;

NAGAHARA, T ;

IHARA, M .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (08) :2282-2286

← 1 2 3 →