1-(TRIMETHYLSILYL)BENZOTRIAZOLE-ASSISTED ADDITION OF GRIGNARD-REAGENTS TO IMINES - A VERSATILE APPROACH TO ALIPHATIC SECONDARY-AMINES

被引:20
作者
KATRITZKY, AR
HONG, QM
YANG, ZJ
机构
[1] Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville
关键词
D O I
10.1021/jo00105a003
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-(Trimethylsilyl)benzotriazole-assisted Grignard addition to imines is described.
引用
收藏
页码:7947 / 7948
页数:2
相关论文
共 16 条
[1]   THE ACTIVATION OF IMINES TO NUCLEOPHILIC-ATTACK BY GRIGNARD-REAGENTS [J].
BROOK, MA ;
JAHANGIR .
SYNTHETIC COMMUNICATIONS, 1988, 18 (09) :893-898
[2]   REVERSAL OF DIASTEREOSELECTIVITY IN THE ADDITION OF C-NUCLEOPHILES TO N-TRIMETHYLSILYL IMINES VIA GRIGNARD DERIVED ORGANO COPPER-BORON TRIFLUORIDE REAGENTS [J].
CAINELLI, G ;
GIACOMINI, D ;
PANUNZIO, M ;
ZARANTONELLO, P .
TETRAHEDRON LETTERS, 1992, 33 (50) :7783-7786
[3]   REACTION OF SILYL KETENE ACETALS WITH N-TRIMETHYLSILYL IMINES - A ROUTE TO N-UNSUBSTITUTED AZETIDIN-2-ONES [J].
COLVIN, EW ;
MCGARRY, DG .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (09) :539-540
[4]   A MODIFICATION OF THE HIYAMA REACTION - SYNTHESIS OF HOMO ALLYLIC AMINES FROM IMINES AND ALLYLIC BROMIDES IN THE PRESENCE OF CRCL2 [J].
GIAMMARUCO, M ;
TADDEI, M ;
ULIVI, P .
TETRAHEDRON LETTERS, 1993, 34 (22) :3635-3638
[5]  
HUET J, 1964, B SOC CHIM FR, P952
[6]  
KATRITZKY AR, 1993, HETEROCYCLES, V36, P1253
[7]   THE CHEMISTRY OF N-SUBSTITUTED BENZOTRIAZOLES .14. NOVEL ROUTES TO SECONDARY AND TERTIARY-AMINES AND TO N,N-DISUBSTITUTED HYDROXYLAMINES [J].
KATRITZKY, AR ;
YANNAKOPOULOU, K ;
LUE, P ;
RASALA, D ;
UROGDI, L .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (02) :225-233
[8]   THE N-SUBSTITUTION OF ALIPHATIC PRIMARY AMINES VIA 1-[(ALKYLAMINO)METHYL]BENZOTRIAZOLES - PREPARATION OF SECONDARY-AMINES [J].
KATRITZKY, AR ;
NOBLE, G ;
PILARSKI, B ;
HARRIS, P .
CHEMISCHE BERICHTE, 1990, 123 (06) :1443-1445
[9]   BENZOTRIAZOLE - A NOVEL SYNTHETIC AUXILIARY [J].
KATRITZKY, AR ;
RACHWAL, S ;
HITCHINGS, GJ .
TETRAHEDRON, 1991, 47 (16-17) :2683-2732
[10]   CHEMISTRY OF IMINES [J].
LAYER, RW .
CHEMICAL REVIEWS, 1963, 63 (05) :489-+