NOVEL ROUTE TO HYDROXY(KETO)ETHYLENE DIPEPTIDE ISOSTERES THROUGH THE REACTION OF N-(T)BOC-BETA-LACTAMS WITH ENOLATES

被引：16

作者：

OJIMA, I

NG, EW

SUN, CM

机构：

[1] Department of Chemistry, State University of New York at Stony Brook, Stony Brook

来源：

TETRAHEDRON LETTERS | 1995年 / 36卷 / 26期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/0040-4039(95)00825-W

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Ring-opening coupling reactions of (3R,4S)-1-(BOC)-B-t-3-silyloxy-4-substituted-azetidin-2-ones with lithium enolates of ketones and esters take place smoothly to give the corresponding hydroxy(keto)ethylene dipeptide isosteres in high yields.

引用

页码：4547 / 4550

页数：4

共 26 条

[1] BESTATIN TREATMENT OF HUMAN-LYMPHOCYTES INCREASES THE FREQUENCY OF SHEEP RED BLOOD CELL-BINDING CELLS
BLOMGREN, H
WASSERMAN, J
[J]. CANCER LETTERS, 1981, 11 (04) : 303 - 308
[2] SYNTHESIS OF BIOLOGICALLY-ACTIVE TAXOL ANALOGS WITH MODIFIED PHENYLISOSERINE SIDE-CHAINS
GEORG, GI
CHERUVALLATH, ZS
HIMES, RH
MEJILLANO, MR
BURKE, CT
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1992, 35 (22) : 4230 - 4237
[3] RENIN INHIBITORS
GREENLEE, WJ
[J]. MEDICINAL RESEARCH REVIEWS, 1990, 10 (02) : 173 - 236
[4] Holton R. A., 1990, Method for preparation of taxol., Patent No. [EP 0400971 A2, 0400971, EP400971, 400971]
[5] HIV PROTEASE - A NOVEL CHEMOTHERAPEUTIC TARGET FOR AIDS
HUFF, JR
[J]. JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (08) : 2305 - 2314
[6] KAHN M, 1993, SYNLETT, P821
[7] MANHAS MS, 1988, HETEROCYCLES, V27, P1755
[8] MIURA K, 1986, J ANTIBIOT, V34, P734
[9] A HIGHLY EFFICIENT ROUTE TO TAXOTERE BY THE BETA-LACTAM SYNTHON METHOD
OJIMA, I
SUN, CM
ZUCCO, M
PARK, YH
DUCLOS, O
KUDUK, S
[J]. TETRAHEDRON LETTERS, 1993, 34 (26) : 4149 - 4152
[10] ASYMMETRIC-SYNTHESIS WITH CHIRAL BETA-LACTAMS - ALPHA-SUBSTITUTED AROMATIC ALPHA-AMINO-ACIDS AND THEIR DERIVATIVES THROUGH HIGHLY STEREOSELECTIVE ALKYLATIONS
OJIMA, I
CHEN, HJC
NAKAHASHI, K
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (01) : 278 - 281

← 1 2 3 →