Manipulation of the stereochemical outcome and product distribution in the Henry reaction using CO2 pressure

被引：7

作者：

Parratt, AJ ^{[1
]}

Adams, DJ ^{[1
]}

Clifford, AA ^{[1
]}

Rayner, CM ^{[1
]}

机构：

[1] Univ Leeds, Dept Chem, Leeds LS2 9JT, W Yorkshire, England

来源：

CHEMICAL COMMUNICATIONS | 2004年 / 23期

关键词：

D O I：

10.1039/b409451d

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The rate and stereocontrol of the Henry reaction in the presence of CO2 can be controlled simply by manipulation of CO2 pressure, and can be understood by consideration of the kinetic and thermodynamic aspects of the reaction.

引用

页码：2720 / 2721

页数：2

共 18 条

[11]

2-K

[12] Dendritic catalysts for the nitroaldol (Henry) reaction [J].

Morao, I ;

Cossio, FP .

TETRAHEDRON LETTERS, 1997, 38 (36) :6461-6464

[13] The use of supercritical fluids in synthetic organic chemistry [J].

Oakes, RS ;

Clifford, AA ;

Rayner, CM .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2001, (09) :917-941

[14] Catalytic asymmetric Henry reactions of silyl nitronates with aldehydes [J].

Risgaard, T ;

Gothelf, KV ;

Jorgensen, KA .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (01) :153-156

[15] The Baylis-Hillman reaction in supercritical carbon dioxide: enhanced reaction rates, unprecedented ether formation, and a novel phase-dependent 3-component coupling [J].

Rose, PM ;

Clifford, AA ;

Rayner, CM .

CHEMICAL COMMUNICATIONS, 2002, (09) :968-969

[16]

Rosini G., 1991, COMPREHENSIVE ORGANI, V2, P321, DOI DOI 10.1016/B978-0-08-052349-1.00032-9

[17] DIASTEREOSELECTIVE SYNTHESIS OF NITROALDOL DERIVATIVES [J].

SEEBACH, D ;

BECK, AK ;

MUKHOPADHYAY, T ;

THOMAS, E .

HELVETICA CHIMICA ACTA, 1982, 65 (04) :1101-1133

[18] 1,5,7-triazabicyclo [4.4.0]dec-1-ene (TBD), 7-methyl-TBD (MTBD) and the polymer-supported TBD (P-TBD): three efficient catalysts for the nitroaldol (Henry) reaction and for the addition of dialkyl phosphites to unsaturated systems [J].

Simoni, D ;

Rondanin, R ;

Morini, M ;

Baruchello, R ;

Invidiata, FP .

TETRAHEDRON LETTERS, 2000, 41 (10) :1607-1610

← 1 2 →