DIBORANE DERIVATIVES FROM N-ALKYLOXAZABOROLIDINES

被引：17

作者：

TLAHUEXT, H ^{[1
]}

CONTRERAS, R ^{[1
]}

机构：

[1] INST POLITECN NACL,CTR INVEST & ESTUDIOS AVANZADOS,DEPT QUIM,APARTADO POSTAL 14-740,MEXICO CITY 07000,DF,MEXICO

来源：

TETRAHEDRON-ASYMMETRY | 1992年 / 3卷 / 09期

关键词：

D O I：

10.1016/S0957-4166(00)82098-4

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

N-methyl or N-ethyl oxazaborolidines derived from ephedrines react with B2H6 to afford N-BH3 adducts. N-methyl derivatives dimerize. Monomers and dimers can be considered as diborane derivatives. Borane addition was found to be stereoselective for 8 and 10.

引用

收藏

页码：1145 / 1148

页数：4

相关论文

共 14 条

[1] N-BORANE ADDUCTS OF OXAZOLIDINES DERIVED FROM EPHEDRINE AND PSEUDOEPHEDRINE - STUDY OF STEREOCHEMISTRY BY NUCLEAR MAGNETIC-RESONANCE [J].

CONTRERAS, R ;

SANTIESTEBAN, F ;

PAZSANDOVAL, MA ;

WRACKMEYER, B .

TETRAHEDRON, 1984, 40 (19) :3829-3838

[2] ENANTIOSELECTIVE AND PRACTICAL SYNTHESES OF R-FLUOXETINE AND S-FLUOXETINE [J].

COREY, EJ ;

REICHARD, GA .

TETRAHEDRON LETTERS, 1989, 30 (39) :5207-5210

[3] HIGHLY ENANTIOSELECTIVE BORANE REDUCTION OF KETONES CATALYZED BY CHIRAL OXAZABOROLIDINES - MECHANISM AND SYNTHETIC IMPLICATIONS [J].

COREY, EJ ;

BAKSHI, RK ;

SHIBATA, S .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (18) :5551-5553

[4] A STABLE AND EASILY PREPARED CATALYST FOR THE ENANTIOSELECTIVE REDUCTION OF KETONES - APPLICATIONS TO MULTISTEP SYNTHESES [J].

COREY, EJ ;

BAKSHI, RK ;

SHIBATA, S ;

CHEN, CP ;

SINGH, VK .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (25) :7925-7926

[5] AN ASYMMETRIC-SYNTHESIS OF MK-0417 - OBSERVATIONS ON OXAZABOROLIDINE-CATALYZED REDUCTIONS [J].

JONES, TK ;

MOHAN, JJ ;

XAVIER, LC ;

BLACKLOCK, TJ ;

MATHRE, DJ ;

SOHAR, P ;

JONES, ETT ;

REAMER, RA ;

ROBERTS, FE ;

GRABOWSKI, EJJ .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :763-769

[6] A PRACTICAL ENANTIOSELECTIVE SYNTHESIS OF ALPHA,ALPHA-DIARYL-2-PYRROLIDINEMETHANOL - PREPARATION AND CHEMISTRY OF THE CORRESPONDING OXAZABOROLIDINES [J].

MATHRE, DJ ;

JONES, TK ;

XAVIER, LC ;

BLACKLOCK, TJ ;

REAMER, RA ;

MOHAN, JJ ;

JONES, ETT ;

HOOGSTEEN, K ;

BAUM, MW ;

GRABOWSKI, EJJ .

JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :751-762

[7]

NEVALAINEN V, 1991, TETRAHEDRON-ASYMMETR, V2, P827, DOI 10.1016/S0957-4166(00)80466-8

[8] QUANTUM CHEMICAL MODELING OF CHIRAL CATALYSIS .4. ON THE HYDRIDE TRANSFER IN KETONE COMPLEXES OF BORANE ADDUCTS OF OXAZABOROLIDINES AND REGENERATION OF THE CATALYST [J].

NEVALAINEN, V .

TETRAHEDRON-ASYMMETRY, 1991, 2 (11) :1133-1155

[9]

NEVALAINEN V, 1991, TETRAHEDRON-ASYMMETR, V2, P429, DOI 10.1016/S0957-4166(00)82167-9

[10] QUANTUM CHEMICAL MODELING OF CHIRAL CATALYSIS - ON THE MECHANISM OF CATALYTIC ENANTIOSELECTIVE REDUCTION OF CARBONYL-COMPOUNDS BY CHIRAL OXAZABOROLIDINES [J].

NEVALAINEN, V .

TETRAHEDRON-ASYMMETRY, 1991, 2 (01) :63-74