Nitroaldol reaction catalyzed by tris(2,4,6-trimethoxyphenyl) phosphine (TTMPP)

被引:13
作者
Hirata, N. [1 ]
Hayashi, M. [1 ]
机构
[1] Kobe Univ, Fac Sci, Dept Chem, Kobe, Hyogo 6578501, Japan
关键词
base catalyst; Henry reaction; nitroaldol reaction; beta-nitro alcohol;
D O I
10.1080/00397910701263833
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A nitroaldol reaction (Henry reaction) proceeded under mild conditions with the aid of a catalytic amount of tris(2,4,6-trimethoxyphenyl) phosphine (TTMPP) to afford beta-nitro alkanol in high yield.
引用
收藏
页码:1653 / 1657
页数:5
相关论文
共 15 条
[1]   Heterogeneous Henry reaction of aldehydes: Diastereoselective synthesis of nitroalcohol derivatives over Mg-Al hydrotalcites. [J].
Bulbule, VJ ;
Deshpande, VH ;
Velu, S ;
Sudalai, A ;
Sivasankar, S ;
Sathe, VT .
TETRAHEDRON, 1999, 55 (30) :9325-9332
[2]   Tris(2,4,6-trimethoxyphenyl)phosphine:: Base catalyst in the transformation of α,β unsaturated aldehydes to saturated carboxylic-acid derivatives [J].
Hayashi, Masahiko ;
Kawabata, Hirotoshi ;
Yoshimoto, Kazuya ;
Tanaka, Takanori .
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2007, 182 (02) :433-445
[3]  
Henry L. C. R., 1895, C. R. H. Acad. Sci, V120, P1265
[4]   Lewis base-catalyzed transformation of α,β-unsaturated aldehydes to saturated carboxylic acids, esters and amides [J].
Kawabata, H ;
Hayashi, M .
TETRAHEDRON LETTERS, 2002, 43 (32) :5645-5647
[5]   P(RNCH2CH2)3N:: An efficient promoter for the nitroaldol (Henry) reaction [J].
Kisanga, PB ;
Verkade, JG .
JOURNAL OF ORGANIC CHEMISTRY, 1999, 64 (12) :4298-4303
[6]  
Lucet D, 1999, EUR J ORG CHEM, V1999, P2583
[7]   The Henry reaction: recent examples [J].
Luzzio, FA .
TETRAHEDRON, 2001, 57 (06) :915-945
[8]   Palladium-catalyzed head-to-head telomerization of isoprene with amines [J].
Maddock, SM ;
Finn, MG .
ORGANOMETALLICS, 2000, 19 (14) :2684-2689
[9]   TTMPP catalyzed one-pot silyl ketene acetal-imine condensation route to β-lactams [J].
Matsukawa, S ;
Obu, K .
CHEMISTRY LETTERS, 2004, 33 (12) :1626-1627
[10]   Phosphine catalyzed aldol reaction between ketene silyl acetals and aldehydes: nucleophilic O-Si and C-Si bond cleavage by phosphines [J].
Matsukawa, S ;
Okano, N ;
Imamoto, T .
TETRAHEDRON LETTERS, 2000, 41 (01) :103-107