REMARKABLE EFFECTS OF LONE PAIR-LONE PAIR INTERACTIONS ON THE EXTREMELY STEREOSELECTIVE [2+2] CYCLOADDITION OF AZIDOKETENE TO CHIRAL 3-IMINO-BETA-LACTAMS

被引:57
作者
OJIMA, I [1 ]
NAKAHASHI, K [1 ]
BRANDSTADTER, SM [1 ]
HATANAKA, N [1 ]
机构
[1] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN
关键词
D O I
10.1021/ja00240a033
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1798 / 1805
页数:8
相关论文
共 20 条
[1]   APPLICATION OF PRINCIPLE OF LEAST MOTION TO ORGANIC-REACTIONS .4. MORE COMPLEX MOLECULAR-REARRANGEMENTS [J].
ALTMANN, JA ;
TEE, OS ;
YATES, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (23) :7132-7138
[2]   TERT-BUTYL ESTERS OF AMINO ACIDS AND PEPTIDES AND THEIR USE IN PEPTIDE SYNTHESIS [J].
ANDERSON, GW ;
CALLAHAN, FM .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1960, 82 (13) :3359-3363
[3]  
ELKS J, 1977, RECENT ADV CHEM BETA
[4]  
Frenz B.A, 1978, COMPUTING CRYSTALLOG, P64
[5]   BETA-LACTAM AS SYNTHETIC INTERMEDIATE - SYNTHESIS OF LEUCINE-ENKEPHALIN [J].
HATANAKA, N ;
ABE, R ;
OJIMA, I .
CHEMISTRY LETTERS, 1981, (09) :1297-1298
[6]   EFFECTIVE METHOD FOR THE ASYMMETRIC-SYNTHESIS OF BIS-BETA-LACTAMS BY THE CYCLOADDITION OF AZIDOKETEN TO BENZYLIDENEAMINES BEARING A CHIRAL BETA-LACTAM BACKBONE [J].
HATANAKA, N ;
OJIMA, I .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1981, (07) :344-346
[7]   BETA-LACTAM AS SYNTHETIC INTERMEDIATE - A NEW SYNTHETIC APPROACH TO OLIGOPEPTIDES THROUGH NOVEL BETA-LACTAMS [J].
HATANAKA, N ;
OJIMA, I .
CHEMISTRY LETTERS, 1981, (02) :231-234
[8]   SYNTHESIS OF OPTICALLY PURE ENKEPHALIN ANALOG, [D-ALA2, LEU5-OL]ENKEPHALIN, USING CHIRAL BETA-LACTAMS AS SYNTHETIC INTERMEDIATES [J].
HATANAKA, N ;
ABE, R ;
OJIMA, I .
CHEMISTRY LETTERS, 1982, (04) :445-448
[9]  
Hine J, 1978, ADV PHYS ORG CHEM, V15, P1
[10]   NOVEL APPROACHES TO THE ASYMMETRIC-SYNTHESIS OF PEPTIDES [J].
OJIMA, I .
ACS SYMPOSIUM SERIES, 1982, 185 :109-138