OPTICALLY-ACTIVE CIS-1-CHLORO-2-METHOXYCARBONYL-2-METHYLCARBAMOYLAZIRIDINES AND TRANS-1-CHLORO-2-METHOXYCARBONYL-2-METHYLCARBAMOYLAZIRIDINES - STEREOCHEMICAL PROPERTIES

被引：4

作者：

ANTOLINI, L ^{[1
]}

BUCCIARELLI, M ^{[1
]}

FORNI, A ^{[1
]}

MORETTI, I ^{[1
]}

PRATI, F ^{[1
]}

TORRE, G ^{[1
]}

机构：

[1] UNIV MODENA,DIPARTIMENTO CHIM,VIA CAMPI 183,I-41100 MODENA,ITALY

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 1992年 / 06期

关键词：

D O I：

10.1039/p29920000959

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of optically active cis- and trans-1-chloro-2-methoxycarbonyl-2-methylcarbamoyl-aziridines 2) is described and their relative stability determined by thermal equilibration. The crystal structure of (+/-)-cis-2 was determined by X-ray diffraction analysis and compared with that of (-)-trans-2. The chiroptical properties and configurational correlations with the parent compound (+)-1 - chloro-2,2-bismethoxycarbonylaziridine (1) are reported.

引用

页码：959 / 963

页数：5

共 15 条

[1] THE GEOMETRY OF SMALL RINGS .5. GEOMETRIC VARIATIONS AND HYBRIDIZATION IN 3-MEMBERED HETEROCYCLES C2N C2O, C2SI, C2P, C2S AND CNO
ALLEN, FH
[J]. TETRAHEDRON, 1982, 38 (18) : 2843 - 2853
[2] DERIVATIVES OF OPTICALLY-ACTIVE 1-CHLORO-2,2-BISMETHOXYCARBONYLAZIRIDINE - ABSOLUTE-CONFIGURATION AND X-RAY MOLECULAR-STRUCTURE OF (-)-(E)-1-CHLORO-2-METHOXYCARBONYL-2-METHYLCARBAMOYLAZIRIDINE
ANTOLINI, L
BUCCIARELLI, M
FORNI, A
MORETTI, I
PRATI, F
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1991, (07) : 538 - 539
[3] NUCLEOPHILIC RING-OPENING OF AZIRIDINE-2-CARBOXYLATES WITH WITTIG REAGENTS - AN ENANTIOEFFICIENT SYNTHESIS OF UNSATURATED AMINO-ACIDS
BALDWIN, JE
ADLINGTON, RM
ROBINSON, NG
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (03) : 153 - 155
[4] THE RING-OPENING OF AZIRIDINE-2-CARBOXYLATE ESTERS WITH ORGANOMETALLIC REAGENTS
BALDWIN, JE
ADLINGTON, RM
ONEIL, IA
SCHOFIELD, C
SPIVEY, AC
SWEENEY, JB
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (23) : 1852 - 1854
[5] BUCCIARELLI M, 1990, TETRAHEDRON-ASYMMETR, P5
[6] STUDIES ON N-METALLO IMINES - SYNTHESIS OF N-UNSUBSTITUTED AZIRIDINES FROM N-TRIMETHYLSILYL IMINES AND LITHIUM ENOLATES OF ALPHA-HALO ESTERS
CAINELLI, G
PANUNZIO, M
GIACOMINI, D
[J]. TETRAHEDRON LETTERS, 1991, 32 (01) : 121 - 124
[7] DEYRUP JA, 1983, SMALL RING HETEROC 1, P11
[8] ELIEL EL, 1962, STEREOCHEMISTRY CARB, P63
[9] RELATIONSHIPS BETWEEN SOLID-STATE STRUCTURES OF ENANTIOMERS AND THE CORRESPONDING RACEMIC COMPOUNDS IN SMALL RING DERIVATIVES - COMPARISON OF CRYSTAL-STRUCTURES AND SOLID-STATE PROPERTIES OF (R)-(-)-1-CHLORO-2,2-DIPHENYLAZIRIDINE AND RACEMIC 1-CHLORO-2,2-DIPHENYLAZIRIDINE - SOLVENT EFFECT ON THE RACEMIZATION OF (R)-(-)-1-CHLORO-2,2-DIPHENYLAZIRIDINEPE
FORNI, A
MORETTI, I
TORRE, G
BRUCKNER, S
MALPEZZI, L
DISILVESTRO, G
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1984, (04): : 791 - 797
[10] JOHNSON CK, 1965, ORNL3794 REP

← 1 2 →