Lewis acid-promoted reactions of N1,N4-dibenzoyl-1,4-benzoquinone diimines with (E)-propenylbenzenes:: An unexpected reaction

被引:2
作者
Engler, TA [1 ]
Luterman, DR [1 ]
机构
[1] Univ Kansas, Dept Chem, Lawrence, KS 66045 USA
关键词
D O I
10.1021/jo971551j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
BF3-promoted reactions of 2-alkoxy-N-1,N-4-dibenzoyl-1,4-benzoquinone diimines (4) with (E)-propenylbenzenes yield (1R*,2R*)-2-[[2-alkoxy-4-(benzoylamino)phenyl]amino]-1-phenylpropyl benzoates (7/8) stereoselectively.
引用
收藏
页码:314 / 318
页数:5
相关论文
共 31 条
[1]   QUINONE IMIDES .23. ADDITION REACTIONS OF PARA-QUINONEDIBENZIMIDE AND RELATED COMPOUNDS [J].
ADAMS, R ;
ACKER, DS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (23) :5872-5876
[2]   QUINONE IMIDES .29. ADDITION OF HYDRAZOIC ACID AND PHENOLS TO PARA-QUINONEDIBENZENESULFONIMIDE AND ITS DERIVATIVES [J].
ADAMS, R ;
BLOMSTROM, DC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1953, 75 (14) :3405-3408
[3]   QUINONE IMIDES .45. STRUCTURES OF AROMATIC AMINE ADDUCTS OF PARA-BENZOQUINONEDIBENZIMIDE [J].
ADAMS, R ;
WERBEL, LM .
JOURNAL OF ORGANIC CHEMISTRY, 1957, 22 (11) :1287-1291
[4]  
ADAMS R, 1958, B SOC CHIM FR, P23
[5]   QUINONE IMIDES .22. THE REACTION OF PRIMARY AROMATIC AMINES WITH 2,3,5,6-TETRACHLORO-PARA-QUINONEDIBENZENESULFONIMIDE [J].
ADAMS, R ;
BRAUN, BH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1952, 74 (23) :5869-5871
[6]   QUINONE IMIDES .44. THE ORIENTATION OF GROUPS IN ADDITION REACTIONS TO SUBSTITUTED PARA-QUINONEDIBENZIMIDES [J].
ADAMS, R ;
NEUMILLER, HJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (14) :3808-3812
[7]   REGIOCONTROLLED NUCLEOPHILIC-ADDITION TO SELECTIVELY ACTIVATED PARA-QUINONE DIIMINES - ALTERNATIVE PREPARATION OF A KEY INTERMEDIATE EMPLOYED IN THE PREPARATION OF THE CC-1065 LEFT-HAND SUBUNIT [J].
BOGER, DL ;
ZARRINMAYEH, H .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (04) :1379-1390
[8]   TOTAL SYNTHESIS OF (+)-CC-1065 AND ENT-(-)-CC-1065 [J].
BOGER, DL ;
COLEMAN, RS .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (04) :1321-1323
[10]  
BROOS R, 1986, B SOC CHIM BELG, V95, P135