Direct asymmetric anti-Mannich-Type reactions catalyzed by a designed amino acid

被引:280
作者
Mitsumori, S
Zhang, H
Cheong, PHY
Houk, KN
Tanaka, F
Barbas, CF
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
[2] Scripps Res Inst, Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
[4] Scripps Res Inst, Dept Mol Sci, La Jolla, CA 92037 USA
关键词
D O I
10.1021/ja056984f
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:1040 / 1041
页数:2
相关论文
共 21 条
[1]   Enantioselective Mannich-type reaction catalyzed by a chiral Bronsted acid [J].
Akiyama, T ;
Itoh, J ;
Yokota, K ;
Fuchibe, K .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (12) :1566-1568
[2]   Origins of opposite absolute stereloselectivities in proline-catalyzed direct Mannich and aldol reactions [J].
Bahmanyar, S ;
Houk, KN .
ORGANIC LETTERS, 2003, 5 (08) :1249-1251
[3]   Asymmetric synthesis of selectively protected amino sugars and derivatives by a direct organocatalytic Mannich reaction [J].
Enders, D ;
Grondal, C ;
Vrettou, M ;
Raabe, G .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) :4079-4083
[4]   Enantio- and diastereoselective, stereospecific Mannich-type reactions in water [J].
Hamada, T ;
Manabe, K ;
Kodayashi, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (25) :7768-7769
[5]   ASYMMETRIC-SYNTHESIS OF BETA-AMINO ACIDS .1. HIGHLY DIASTEREOSELECTIVE ADDITION OF A RACEMIC BETA-ALANINE ENOLATE DERIVATIVE TO ELECTROPHILES [J].
JUARISTI, E ;
QUINTANA, D ;
LAMATSCH, B ;
SEEBACH, D .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (07) :2553-2557
[6]   anti-Selective direct asymmetric Mannich reactions catalyzed by axially chiral amino sulfonamide as an organocatalyst [J].
Kano, T ;
Yamaguchi, Y ;
Tokuda, O ;
Maruoka, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (47) :16408-16409
[7]   Catalytic, asymmetric Mannich-type reactions of N-acylimino esters:: Reactivity, diastereo- and enantioselectivity, and application to synthesis of N-acylated amino acid derivatives [J].
Kobayashi, S ;
Matsubara, R ;
Nakamura, Y ;
Kitagawa, H ;
Sugiura, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (09) :2507-2515
[8]   Catalytic asymmetric synthesis of both syn- and anti-β-amino alcohols [J].
Kobayashi, S ;
Ishitani, H ;
Ueno, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (02) :431-432
[9]   Asymmetric Mannich reactions of β-keto esters with acyl imines catalyzed by cinchona alkaloids [J].
Lou, S ;
Taoka, BM ;
Ting, A ;
Schaus, SE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (32) :11256-11257
[10]   Direct catalytic asymmetric Mannich-type reaction of hydroxyketone using a Et2Zn/Linked-BINOL complex:: Synthesis of either anti- or syn-β-amino alcohols [J].
Matsunaga, S ;
Yoshida, T ;
Morimoto, H ;
Kumagai, N ;
Shibasaki, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (28) :8777-8785