Organocatalytic asymmetric hydrophosphination of nitroalkenes

被引：95

作者：

Bartoli, Giuseppe ^{[1
]}

Bosco, Marcella ^{[1
]}

Carlone, Armando ^{[1
]}

Locatelli, Manuela ^{[1
]}

Mazzanti, Andrea ^{[1
]}

Sambri, Letizia ^{[1
]}

Melchiorre, Paolo ^{[1
]}

机构：

[1] Univ Bologna, Dipartimento Chim Organ A Mangini, Alma Mater Studiorum, I-40136 Bologna, Italy

来源：

CHEMICAL COMMUNICATIONS | 2007年 / 07期

关键词：

D O I：

10.1039/b613477g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The use of a bifunctional Cinchona alkaloid catalyst has provided a new organocatalytic strategy for the enantioselective addition of diphenylphosphine to a range of nitroalkenes, affording optically active beta-nitrophosphines (up to 99% ee after crystallization); this organocatalytic approach, providing a direct route to a new class of potentially useful enantiopure P,N-ligands, constitutes a bridge between the two complementary areas of asymmetric catalysis: organo- and metal-catalyzed transformations.

引用

页码：722 / 724

页数：3

共 32 条

[1] Chiral Bronsted acid catalyzed enantioselective hydrophosphonylation of imines:: Asymmetric synthesis of α-amino phosphonates
Akiyama, T
Morita, H
Itoh, J
Fuchibe, K
[J]. ORGANIC LETTERS, 2005, 7 (13) : 2583 - 2585
[2] Organocatalytic asymmetric α-halogenation of 1,3-dicarbonyl compounds
Bartoli, G
Bosco, M
Carlone, A
Locatelli, M
Melchiorre, P
Sambri, L
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (38) : 6219 - 6222
[3] Organocatalytic asymmetric conjugate addition of 1,3-dicarbonyl compounds to maleimides
Bartoli, Giuseppe
Bosco, Marcella
Carlone, Armando
Cavalli, Andrea
Locatelli, Manuela
Mazzanti, Andrea
Ricci, Paolo
Sambri, Letizia
Melchiorre, Paolo
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (30) : 4966 - 4970
[4] Blaser H.U., 2004, ASYMMETRIC CATALYSIS
[5] Braunstein P, 2001, ANGEW CHEM INT EDIT, V40, P680, DOI 10.1002/1521-3773(20010216)40:4<680::AID-ANIE6800>3.0.CO
[6] 2-0
[7] PHOSPHINE-BORANE COMPLEXES - DIRECT USE IN ASYMMETRIC CATALYSIS
BRISSET, H
GOURDEL, Y
PELLON, P
LECORRE, M
[J]. TETRAHEDRON LETTERS, 1993, 34 (28) : 4523 - 4526
[8] t-BuOK-mediated hydrophosphination of functionalized alkenes:: a novel synthesis of chiral P,N- and P,P-ligands
Bunlaksananusorn, T
Knochel, P
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (14) : 4595 - 4601
[9] Asymmetric catalytic synthesis of P-stereogenic phosphines via a nucleophilic ruthenium phosphido complex
Chan, VS
Stewart, IC
Bergman, RG
Toste, FD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (09) : 2786 - 2787
[10] Organocatalysis mediated by (thio)urea derivatives
Connon, Stephen J.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (21) : 5418 - 5427

← 1 2 3 4 →