New biphenol-based, fine-tunable monodentate phosphoramidite ligands for catalytic asymmetric transformations

被引：69

作者：

Hua, ZH ^{[1
]}

Vassar, VC ^{[1
]}

Choi, H ^{[1
]}

Ojima, I ^{[1
]}

机构：

[1] SUNY Stony Brook, Dept Chem, Stony Brook, NY 11794 USA

来源：

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA | 2004年 / 101卷 / 15期

关键词：

D O I：

10.1073/pnas.0307101101

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

Monodentate phosphoramidite ligands have been developed based on enantiopure 6,6'-dimethylbiphenols with axial chirality. These chiral ligands are easy to prepare and flexible for modifications. The fine-tuning capability of these ligands plays a significant role in achieving high enantioselectivity in the asymmetric hydro-formylation of allyl cyanide and the conjugate addition of diethylzinc to cycloalkenones.

引用

页码：5411 / 5416

页数：6

共 31 条

[21] 2-G
[22] Rhodium-catalysed asymmetric hydroformylation of unsaturated nitriles
Lambers-Verstappen, MMH
de Vries, JG
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (04) : 478 - 482
[23] Regio- and enantioselective iridium-catalyzed intermolecular allylic etherification of achiral allylic carbonates with phenoxides
López, F
Ohmura, T
Hartwig, JF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (12) : 3426 - 3427
[24] Enantioselective copper-catalyzed allylic alkylation with dialkylzincs using phosphoramidite ligands
Malda, H
van Zijl, AW
Arnold, LA
Feringa, BL
[J]. ORGANIC LETTERS, 2001, 3 (08) : 1169 - 1171
[25] SYNTHETIC MICROBIAL CHEMISTRY .3. REVISION OF THE ABSOLUTE-CONFIGURATION OF A-FACTOR - THE INDUCER OF STREPTOMYCIN BIOSYNTHESIS, BASING ON THE RECONFIRMED (R)-CONFIGURATION OF (+)-PARACONIC ACID
MORI, K
[J]. TETRAHEDRON, 1983, 39 (19) : 3107 - 3109
[26] Regio- and enantioselective allylic amination of achiral allylic esters catalyzed by an iridium-phosphoramidite complex
Ohmura, T
Hartwig, JF
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (51) : 15164 - 15165
[27] Highly enantioselective rhodium-catalyzed hydrogenation of β-dehydroamino acid derivatives using monodentate phosphoramidites
Peña, D
Minnaard, AJ
de Vries, JG
Feringa, BL
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (49) : 14552 - 14553
[28] Rhodium-catalyzed enantioselective hydrogenation using chiral monophosphonite ligands
Reetz, MT
Sell, T
[J]. TETRAHEDRON LETTERS, 2000, 41 (33) : 6333 - 6336
[29] A new principle in combinatorial asymmetric transition-metal catalysis: Mixtures of chiral monodentate P ligands
Reetz, MT
Sell, T
Meiswinkel, A
Mehler, G
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (07) : 790 - 793
[30] Reetz MT, 2000, ANGEW CHEM INT EDIT, V39, P3889, DOI 10.1002/1521-3773(20001103)39:21<3889::AID-ANIE3889>3.0.CO

← 1 2 3 4 →