Enantioselective synthesis of homoallylamines by nucleophilic addition of chirally modified allylboron reagents to imines

被引:92
作者
Itsuno, S [1 ]
Watanabe, K [1 ]
Ito, K [1 ]
ElShehawy, AA [1 ]
Sarhan, AA [1 ]
机构
[1] MANSOURA UNIV,FAC SCI,DEPT CHEM,MANSOURA,EGYPT
来源
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH | 1997年 / 36卷 / 1-2期
关键词
amines; asymmetric allylations; boron; imines;
D O I
10.1002/anie.199701091
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
[No abstract available]
引用
收藏
页码:109 / 110
页数:2
相关论文
共 24 条
[1]   ENANTIOSELECTIVE SYNTHESIS OF HOMOALLYLIC AMINES BY ADDITION OF ALLYLMETAL REAGENTS TO IMINES DERIVED FROM (S)-VALINE ESTERS [J].
BASILE, T ;
BOCOUM, A ;
SAVOIA, D ;
UMANIRONCHI, A .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25) :7766-7773
[3]  
ENDERS D, 1994, SYNLETT, P795
[4]   PREPARATION OF PRIMARY AMINES AND 2-AZETIDINONES VIA N-TRIMETHYLSILYL IMINES [J].
HART, DJ ;
KANAI, K ;
THOMAS, DG ;
YANG, TK .
JOURNAL OF ORGANIC CHEMISTRY, 1983, 48 (03) :289-294
[5]   THE ESTER ENOLATE IMINE CONDENSATION ROUTE TO BETA-LACTAMS [J].
HART, DJ ;
HA, DC .
CHEMICAL REVIEWS, 1989, 89 (07) :1447-1465
[6]   STEREOSELECTIVE ADDITION-REACTION OF ORGANOLITHIUM REAGENTS TO CHIRAL IMINES DERIVED FROM ERYTHRO-2-AMINO-1,2-DIPHENYLETHANOL [J].
HASHIMOTO, Y ;
TAKAOKI, K ;
SUDO, A ;
OGASAWARA, T ;
SAIGO, K .
CHEMISTRY LETTERS, 1995, (03) :235-236
[7]   ASYMMETRIC REDUCTION OF ACETOPHENONE O-METHYLOXIME WITH THE REAGENT PREPARED FROM BORANE AND POLYMER-SUPPORTED (S)-(-)-2-AMINO-3-(4-HYDROXYPHENYL)-1,1-DIPHENYLPROPAN-1-OL [J].
ITSUNO, S ;
SAKURAI, Y ;
ITO, K ;
HIRAO, A ;
NAKAHAMA, S .
POLYMER, 1987, 28 (06) :1005-1008
[8]   ASYMMETRIC REDUCTION OF KETOXIME O-ALKYL ETHERS WITH CHIRALLY MODIFIED NABH4-ZRCL4 [J].
ITSUNO, S ;
SAKURAI, Y ;
SHIMIZU, K ;
ITO, K .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (07) :1859-1863
[9]   ASYMMETRIC-SYNTHESIS USING CHIRALLY MODIFIED BOROHYDRIDES .3. ENANTIOSELECTIVE REDUCTION OF KETONES AND OXIME ETHERS WITH REAGENTS PREPARED FROM BORANE AND CHIRAL AMINO-ALCOHOLS [J].
ITSUNO, S ;
NAKANO, M ;
MIYAZAKI, K ;
MASUDA, H ;
ITO, K ;
HIRAO, A ;
NAKAHAMA, S .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1985, (10) :2039-2044
[10]   ASYMMETRIC ADDITION OF BUTYLLITHIUM TO N-METALLO IMINES OF BENZALDEHYDE [J].
ITSUNO, S ;
SASAKI, M ;
KURODA, S ;
ITO, K .
TETRAHEDRON-ASYMMETRY, 1995, 6 (07) :1507-1510