The asymmetric synthesis of 2,3-benzocarbapenems by intramolecular aryl radical cyclizations

被引：19

作者：

Alcaide, B

Moreno, AM

RodriguezVicente, A

Sierra, MA

机构：

[1] Depto. de Quimica Orgánica I, Facultad de Química, Universidad Complutense

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 08期

关键词：

D O I：

10.1016/0957-4166(96)00271-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Racemic and enantiomerically pure 2,3-benzocarbapenems 1 are obtained in good yields by the tin-mediated, intramolecular aryl radical cyclizations of the readily available 4-alkenyl-N-(2-halogenophenyl)-beta-lactams 2. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：2203 / 2206

页数：4

共 16 条

[1] THE ASYMMETRIC-SYNTHESIS OF NOVEL TIN-FUNCTIONALIZED CARBAPENAM SYSTEMS THROUGH RADICAL CYCLIZATION OF ENYNE BETA-LACTAMS
ALCAIDE, B
BENITO, JL
RODRIGUEZCAMPOS, IM
RODRIGUEZLOPEZ, J
RODRIGUEZVICENTE, A
SIERRA, MA
GARCIAGRANDA, S
GUTIERREZRODRIGUEZ, A
[J]. TETRAHEDRON-ASYMMETRY, 1995, 6 (05) : 1055 - 1058
[2] NEW REACTIVITY PATTERNS OF THE BETA-LACTAM RING - TANDEM C3-C4 BOND BREAKAGE REARRANGEMENT OF 4-ACYL-3,3-DIMETHOXY-2-AZETIDINONES OR 4-IMINO-3,3-DIMETHOXY-2-AZETIDINONES PROMOTED BY SNCL2.2H2O
ALCAIDE, B
MARTINCANTALEJO, Y
RODRIGUEZLOPEZ, J
SIERRA, MA
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (17) : 4767 - 4770
[3] THE USE OF RADICAL CYCLIZATION IN THE PREPARATION OF SUBSTITUTED METHYL CARBAPENEM ANTIBIOTIC PRECURSORS
ANAYA, J
BARTON, DHR
GERO, SD
GRANDE, M
MARTIN, N
TACHDIJIAN, C
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (06): : 867 - 869
[4] REAGENTS AND SYNTHETIC METHODS .67. PREPARATION OF 4-UNSUBSTITUTED BETA-LACTAMS FROM 4-ACETOXYAZETIDIN-2-ONES - A FORMAL APPROACH TO MONOBACTAMS AND NOCARDINCINS
ARRIETA, A
LECEA, B
COSSIO, FP
PALOMO, C
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (16) : 3784 - 3791
[5] SYNTHESIS OF A DELTA-1,6-1-CARBACEPHEM-4-CARBOXYLIC ACID-DERIVATIVE AS PROTOTYPE FOR A NEW FAMILY OF FUSED BICYCLIC BETA-LACTAMS
BACHI, MD
BARNER, N
[J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1993, 3 (11) : 2439 - 2442
[6] BACHI MD, 1989, SPEC PUB, V70, pCH6
[7] Studies on lactams .99. Fused tricyclic beta-lactams via intramolecular aryl radical cyclization
Banik, BK
Subbaraju, GV
Manhas, MS
Bose, AK
[J]. TETRAHEDRON LETTERS, 1996, 37 (09) : 1363 - 1366
[8] THE ASYMMETRIC-SYNTHESIS OF BETA-LACTAM ANTIBIOTICS .1. APPLICATION OF CHIRAL OXAZOLIDONES IN THE STAUDINGER REACTION
EVANS, DA
SJOGREN, EB
[J]. TETRAHEDRON LETTERS, 1985, 26 (32) : 3783 - 3786
[9] Georg G. I., 1993, The Organic Chemistry of (3-Lactams, P295, DOI [10.1002/chin.199425299, DOI 10.1002/CHIN.199425299]
[10] BENZOCARBAPENEMS FROM ETHYL INDOLE-2-ACETATE
GILCHRIST, TL
GRAHAM, K
COULTON, S
[J]. TETRAHEDRON LETTERS, 1995, 36 (47) : 8693 - 8696

← 1 2 →