STEREOSPECIFIC SYNTHESIS OF A CHIRAL INTERMEDIATE FOR THE PREPARATION OF THIENAMYCIN, PENEMS, AND CARBAPENEMS - USE OF THE NITRO-GROUP AS A HYDROXY PROTECTING GROUP

被引：37

作者：

CAINELLI, G

PANUNZIO, M

BASILE, T

BONGINI, A

GIACOMINI, D

MARTELLI, G

机构：

[1] CNR,CSFM,I-40126 BOLOGNA,ITALY

[2] CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI & IORO APPLICAZ,OZZANO EMILIA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1987年 / 12期

关键词：

D O I：

10.1039/p19870002637

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

引用

页码：2637 / 2642

页数：6

共 23 条

[1] ANDREOLI P, 1986, TETRAHEDRON LETT, P1695
[2] THE CHEMISTRY OF NITRATE ESTERS
BOSCHAN, R
MERROW, RT
VANDOLAH, RW
[J]. CHEMICAL REVIEWS, 1955, 55 (03) : 485 - 510
[3] THIENAMYCIN TOTAL SYNTHESIS - STEREOCONTROLLED INTRODUCTION OF THE HYDROXYETHYL SIDE-CHAIN
BOUFFARD, FA
CHRISTENSEN, BG
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (11) : 2208 - 2212
[4] STEREOCONTROLLED TOTAL SYNTHESIS OF THE CHIRAL BUILDING BLOCK (3S,4R)-3-[(R)-1-HYDROXYETHYL]-4-ACETYLOXY-AZETIDIN-2-ONE - A USEFUL SYNTHON FOR THE SYNTHESIS OF (+)-THIENAMYCIN, CARBAPENEMS AND PENEMS
CAINELLI, G
CONTENTO, M
GIACOMINI, D
PANUNZIO, M
[J]. TETRAHEDRON LETTERS, 1985, 26 (07) : 937 - 940
[5] INVERSION OF CONFIGURATION OF ALCOHOLS THROUGH NUCLEOPHILIC DISPLACEMENT PROMOTED BY NITRATE IONS
CAINELLI, G
MANESCALCHI, F
MARTELLI, G
PANUNZIO, M
PLESSI, L
[J]. TETRAHEDRON LETTERS, 1985, 26 (28) : 3369 - 3372
[6] A NEW SYNTHESIS OF 1-TERT-BUTYLDIMETHYLSILYL-3-ACETYL-4-CARBOXYAZETIDIN-2-ONE
CAINELLI, G
CONTENTO, M
DRUSIANI, A
PANUNZIO, M
PLESSI, L
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (04) : 240 - 240
[7] A SYNTHETIC APPROACH TO (+)-THIENAMYCIN FROM METHYL (R)-3-HYDROXYBUTANOATE - A NEW ENTRY TO (3R,4R)-3-[(R)-1-HYDROXYETHYL]-4-ACETOXY-2-AZETIDINONE
CHIBA, T
NAKAI, T
[J]. CHEMISTRY LETTERS, 1985, (05) : 651 - 654
[8] AN IMPROVED ENTRY TO A KEY INTERMEDIATE FOR THIENAMYCIN SYNTHESIS FROM METHYL (R)-3-HYDROXYBUTANOATE VIA DIRECT EPIMERIZATION AT C-3 ON 2-AZETIDINONE RINGS
CHIBA, T
NAKAI, T
[J]. TETRAHEDRON LETTERS, 1985, 26 (38) : 4647 - 4648
[9] A FACILE ENTRY TO 3-(1-HYDROXYETHYL)-2-AZETIDINONES FROM METHYL(R)-3-HYDROXYBUTANOATE BASED ON THE ESTER ENOLATE-ALDIMINE CONDENSATION
CHIBA, T
NAGATSUMA, M
NAKAI, T
[J]. CHEMISTRY LETTERS, 1984, (11) : 1927 - 1930
[10] A FACILE, STEREOCONTROLLED ENTRY TO KEY INTERMEDIATES FOR THIENAMYCIN SYNTHESIS FROM ETHYL (S)-3-HYDROXYBUTANOATE
CHIBA, T
NAGATSUMA, M
NAKAI, T
[J]. CHEMISTRY LETTERS, 1985, (09) : 1343 - 1346

← 1 2 3 →