Transfer hydrogenation with Hantzsch esters and related organic hydride donors

被引：531

作者：

Zheng, Chao ^{[1
]}

You, Shu-Li ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL SOCIETY REVIEWS | 2012年 / 41卷 / 06期

关键词：

ASYMMETRIC TRANSFER HYDROGENATION; ENANTIOSELECTIVE TRANSFER HYDROGENATION; ORGANOCATALYTIC TRANSFER HYDROGENATION; CATALYZED TRANSFER HYDROGENATION; ALPHA-IMINO ESTERS; CHIRAL PHOSPHORIC-ACID; BOND-DISSOCIATION ENERGIES; TRANSITION-METAL CATALYSIS; DIRECT REDUCTIVE AMINATION; RESIN-SUPPORTED PEPTIDE;

D O I：

10.1039/c1cs15268h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In recent years, Hantzsch esters and their related organic hydride donors have been widely utilized in biomimetic approaches of asymmetric transfer hydrogenation (ATH) reactions. Various compounds containing C=C, C=N and C=O unsaturated functionalities could be reduced in the presence of organocatalysts or transition metal complexes, affording versatile chiral building blocks in high yields and excellent enantioselectivities under mild conditions. In this critical review, recent advances in this area are summarized and classified according to unsaturated functional groups being reduced and catalytic systems employed (91 references).

引用

页码：2498 / 2518

页数：21

共 185 条

[81] Synthesis of hindered tertiary amines by a mild reductive amination procedure [J].

Menche, Dirk ;

Boehm, Stefanie ;

Li, Jun ;

Rudolph, Sven ;

Zander, Wiebke .

TETRAHEDRON LETTERS, 2007, 48 (03) :365-369

[82] Bronsted acid catalyzed asymmetric reduction of 2- and 2,9-substituted 1,10-phenanthrolines [J].

Metallinos, Costa ;

Barrett, Fred B. ;

Xu, Shufen .

SYNLETT, 2008, (05) :720-724

[83]

Michrowska A, 2009, NAT CHEM, V1, P225, DOI [10.1038/NCHEM.215, 10.1038/nchem.215]

[84] α,α-Diarylprolinol ethers:: New tools for functionalization of carbonyl compounds [J].

Mielgo, Antonia ;

Palomo, Claudio .

CHEMISTRY-AN ASIAN JOURNAL, 2008, 3 (06) :922-948

[85] Chiral counteranions in asymmetric transition-metal catalysis:: Highly enantioselective Pd/Bronsted acid-catalyzed direct α-allylation of aldehydes [J].

Mukherjee, Santanu ;

List, Benjamin .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (37) :11336-+

[86]

Nguyen T.B., 2011, Advanced Synthesis Catalysis, V353, P257, DOI DOI 10.1002/ADSC.201000754

[87] Chiral Phosphoric Acid-Catalyzed Enantioselective Transfer Hydrogenation of ortho-Hydroxyaryl Alkyl N-H Ketimines [J].

Nguyen, Thanh Binh ;

Bousserouel, Hadjira ;

Wang, Qian ;

Gueritte, Francoise .

ORGANIC LETTERS, 2010, 12 (20) :4705-4707

[88] The first general enantioselective catalytic Diels-Alder reaction with simple α,β-unsaturated ketones [J].

Northrup, AB ;

MacMillan, DWC .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (11) :2458-2460

[89]

Noyori R, 2002, ANGEW CHEM INT EDIT, V41, P2008, DOI 10.1002/1521-3773(20020617)41:12<2008::AID-ANIE2008>3.0.CO

[90]

2-4

← 4 5 6 7 8 9 10 11 12 13 →