Enantioselective synthesis of β-amino esters and its application to the synthesis of the enantiomers of the antidepressant Venlafaxine

被引：50

作者：

Davies, Huw M. L. ^{[1
]}

Ni, Aiwu ^{[1
]}

机构：

[1] SUNY Buffalo, Dept Chem, Buffalo, NY 14260 USA

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 29期

关键词：

D O I：

10.1039/b605047f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

beta-Amino esters are readily formed from the rhodium(II) prolinate-catalyzed intermolecular C - H insertion between methyl aryldiazoacetates and a bis-silyl protected methylamine.

引用

页码：3110 / 3112

页数：3

共 18 条

[1]

Aguilar C. A., 2001, US patent, Patent No. [6506941 131, 6506941]

[2] Asymmetric synthesis of beta-amino acids and alpha-substituted beta-amino acids [J].

Cardillo, G ;

Tomasini, C .

CHEMICAL SOCIETY REVIEWS, 1996, 25 (02) :117-&

[3] Catalytic enantioselective C-H activation by means of metal-carbenoid-induced C-H insertion [J].

Davies, HML ;

Beckwith, REJ .

CHEMICAL REVIEWS, 2003, 103 (08) :2861-2903

[4] Catalytic and enantioselective allylic C-H activation with donor-acceptor-substituted carbenoids [J].

Davies, HML ;

Nikolai, J .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (23) :4176-4187

[5] Double C-H activation strategy for the asymmetric synthesis of C2-Symmetric anilines [J].

Davies, HML ;

Jin, QH .

ORGANIC LETTERS, 2004, 6 (11) :1769-1772

[6] Synthesis of methylphenidate analogues and their binding affinities at dopamine and serotonin transport sites [J].

Davies, HML ;

Hopper, DW ;

Hansen, T ;

Liu, QX ;

Childers, SR .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (07) :1799-1802

[7] New strategic reactions for organic synthesis:: Catalytic asymmetric C-H activation α to nitrogen as a surrogate for the Mannich reaction [J].

Davies, HML ;

Venkataramani, C ;

Hansen, T ;

Hopper, DW .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (21) :6462-6468

[8]

Davies HML, 2002, ANGEW CHEM INT EDIT, V41, P2197, DOI 10.1002/1521-3773(20020617)41:12<2197::AID-ANIE2197>3.0.CO

[9]

2-N

[10] Highly regio-, diastereo-, and enantioselective C-H insertions of methyl aryldiazoacetates into cyclic N-BOC-protected amines.: Asymmetric synthesis of novel C2-symmetric amines and threo-methylphenidate [J].

Davies, HML ;

Hansen, T ;

Hopper, DW ;

Panaro, SA .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (27) :6509-6510

← 1 2 →