Organocatalysis "on water''.: Regioselective [3+2]-cycloaddition of nitrones and allenolates

被引：50

作者：

Gonzalez-Cruz, David

Tejedor, David

de Armas, Pedro

Morales, Ezequiel Q.

Garcia-Tellado, Fernando

机构：

[1] CSIC, Inst Prod Nat & Agrobiol, Tenerife 38206, Islas Canarias, Spain

[2] Inst Canario Invest Canc, Tenerife, Spain

来源：

CHEMICAL COMMUNICATIONS | 2006年 / 26期

关键词：

D O I：

10.1039/b606096j

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first example of a regioselective and organocatalyzed 1,3-dipolar cycloaddition reaction between conjugated alkynoates and nitrones "on water'' is described.

引用

页码：2798 / 2800

页数：3

共 37 条

[1] Novel synthesis of fused isoxazolidines via a palladium catalysed allene insertion-intramolecular 1,3-dipolar cycloaddition cascade reaction
Aftab, T
Grigg, R
Ladlow, M
Sridharan, V
Thornton-Pett, M
[J]. CHEMICAL COMMUNICATIONS, 2002, (16) : 1754 - 1755
[2] Rate acceleration of the Baylis-Hillman reaction in polar solvents (water and formamide). Dominant role of hydrogen bonding, not hydrophobic effects, is implicated
Aggarwal, VK
Dean, DK
Mereu, A
Williams, R
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (02) : 510 - 514
[3] Synthesis of 2,3-dihydroisoxazoles from propargylic N-hydroxylamines via Zn(II)-catalyzed ring-closure reaction
Aschwanden, P
Frantz, DE
Carreira, EM
[J]. ORGANIC LETTERS, 2000, 2 (15) : 2331 - 2333
[4] STERIC EFFECTS ON REGIOSELECTIVITY IN 1.3-DIPOLAR CYCLOADDITION OF C,N-DIALKYL NITRONES WITH ACCEPTOR-SUBSTITUTED ALKYNES
AURICH, HG
FRANZKE, M
KESSELHEIM, HP
ROHR, M
[J]. TETRAHEDRON, 1992, 48 (04) : 669 - 682
[5] Breslow R, 1998, GREEN CHEMISTRY, P225
[6] Direct organocatalytic aldol reactions in buffered aqueous media
Córdova, A
Notz, W
Barbas, CF
[J]. CHEMICAL COMMUNICATIONS, 2002, (24) : 3024 - 3025
[7] Direct organocatalytic asymmetric Mannich-type reactions in aqueous media:: one-pot Mannich-allylation reactions
Córdova, A
Barbas, CF
[J]. TETRAHEDRON LETTERS, 2003, 44 (09) : 1923 - 1926
[8] Alkynoates as a source of reactive alkylinides for aldehyde addition reactions
de Armas, P
García-Tellado, F
Marrero-Tellado, JJ
Tejedor, D
Maestro, MA
Gonzalez-Platas, J
[J]. ORGANIC LETTERS, 2001, 3 (12) : 1905 - 1908
[9] Aqueous aldol catalysis by a nicotine metabolite
Dickerson, TJ
Janda, KD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (13) : 3220 - 3221
[10] DELTA-4-ISOXAZOLINES (2,3-DIHYDROISOXAZOLES)
FREEMAN, JP
[J]. CHEMICAL REVIEWS, 1983, 83 (03) : 241 - 261

← 1 2 3 4 →