ALPHA,BETA-EPOXY SULFOXIDES AS USEFUL INTERMEDIATES IN ORGANIC-SYNTHESIS .22. STEREOSPECIFIC DESULFINYLATION OF SULFINYLAZIRIDINES WITH ALKYLMETALS - A NOVEL SYNTHESIS INCLUDING ASYMMETRIC-SYNTHESIS OF (Z)-N-ARYLAZIRIDINES AND SOME MECHANISTIC STUDIES

被引:90
作者
SATOH, T [1 ]
SATO, T [1 ]
OOHARA, T [1 ]
YAMAKAWA, K [1 ]
机构
[1] SCI UNIV TOKYO,FAC PHARMACEUT SCI,SHINJUKU KU,TOKYO 162,JAPAN
关键词
D O I
10.1021/jo00277a041
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:3973 / 3978
页数:6
相关论文
共 38 条
[1]   REGIOSPECIFIC SYNTHESIS OF ALPHA-METHYLENE-BETA-LACTAMS BY A HOMOGENEOUS PALLADIUM CATALYZED RING EXPANSION-CARBONYLATION REACTION [J].
ALPER, H ;
HAMEL, N .
TETRAHEDRON LETTERS, 1987, 28 (28) :3237-3240
[2]   ASYMMETRIC INDUCTION IN ADDITION OF N-NITRENES TO ALKENES - OXIDATION OF 3-AMINO-2-(1,2,2-TRIMETHYLPROPYL)QUINAZOLIN-4(3H)-ONE IN THE PRESENCE OF ALPHA-METHYLENE-GAMMA-BUTYROLACTONE - CONFORMATIONAL-ANALYSIS OF THE AZIRIDINES FORMED AND COMPARISON WITH ALKANOYLATED CYCLOPROPYLAMINES [J].
ATKINSON, RS ;
TUGHAN, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12) :2797-2802
[3]   CHIRAL AZIRIDINATION OF ALPHA,BETA-UNSATURATED ESTERS AND KETONES USING N-NITRENES IN THE PRESENCE OF TRIFLUOROACETIC-ACID [J].
ATKINSON, RS ;
TUGHAN, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12) :2803-2807
[4]   ASYMMETRIC INDUCTION IN ADDITION OF N-NITRENES TO ALKENES - 2-(CHIRAL)-SUBSTITUTED BENZIMIDAZOLE-DERIVED N-NITRENE ADDITIONS TO ALKENES [J].
ATKINSON, RS ;
TUGHAN, G .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1987, (12) :2787-2796
[5]   NUCLEOPHILIC RING-OPENING OF AZIRIDINE-2-CARBOXYLATES WITH WITTIG REAGENTS - AN ENANTIOEFFICIENT SYNTHESIS OF UNSATURATED AMINO-ACIDS [J].
BALDWIN, JE ;
ADLINGTON, RM ;
ROBINSON, NG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (03) :153-155
[6]  
BIGELOW LA, 1967, ORG SYNTH, V1, P80
[7]  
Block E., 1978, REACTIONS ORGANOSULF
[8]   MOLECULAR ASYMMETRY .6. RESOLUTION OF ETHYL P-TOLYL SULFOXIDE [J].
COPE, AC ;
CARESS, EA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1966, 88 (08) :1711-&
[9]   NUCLEOPHILIC DISPLACEMENTS ON 3-MEMBERED RINGS [J].
DEYRUP, JA ;
GREENWAL.RB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (20) :4538-&
[10]   PREPARATION OF OPTICALLY-ACTIVE 2-AMINOALKYLPHOSPHINIC AND PHOSPHONIC-ACIDS [J].
DUGGAN, ME ;
KARANEWSKY, DS .
TETRAHEDRON LETTERS, 1983, 24 (29) :2935-2938