Synthesis of β-alkyl cyclopentanones in high enantiomeric excess via copper-catalyzed asymmetric conjugate reduction

被引：168

作者：

Moritani, Y ^{[1
]}

Appella, DH ^{[1
]}

Jurkauskas, V ^{[1
]}

Buchwald, SL ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2000年 / 122卷 / 28期

关键词：

D O I：

10.1021/ja0009525

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

引用

页码：6797 / 6798

页数：2

共 28 条

[1] Asymmetric conjugate reduction of α,β-unsaturated esters using a chiral phosphine-copper catalyst [J].

Appella, DH ;

Moritani, Y ;

Shintani, R ;

Ferreira, EM ;

Buchwald, SL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (40) :9473-9474

[2] A new multifunctional heterobimetallic asymmetric catalyst for Michael additions and tandem Michael-Aldol reactions [J].

Arai, T ;

Sasai, H ;

Aoe, K ;

Okamura, K ;

Date, T ;

Shibasaki, M .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (01) :104-106

[3] Enantioselective catalytic conjugate addition of dialkylzinc reagents using copper-phosphoramidite complexes; Ligand variation and non-linear effects [J].

Arnold, LA ;

Imbos, R ;

Mandoli, A ;

de Vries, AHM ;

Naasz, R ;

Feringa, BL .

TETRAHEDRON, 2000, 56 (18) :2865-2878

[4]

BARDHART RW, 1997, CHEM COMMUN, P589

[5] Phosphine effects in the copper(I) hydride-catalyzed hydrogenation of ketones and regioselective 1,2-reduction of α,β-unsaturated ketones and aldehydes.: Hydrogenation of decalin and steroidal ketones and enones [J].

Chen, JX ;

Daeuble, JF ;

Stryker, JM .

TETRAHEDRON, 2000, 56 (18) :2789-2798

[6] Asymmetric conjugate addition of alkynylboronates to enones [J].

Chong, JM ;

Shen, LX ;

Taylor, NJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (08) :1822-1823

[7] New chiral oxazoline-phosphite ligands for the enantioselective copper-catalyzed 1,4-addition of organozinc reagents to enones [J].

Escher, IH ;

Pfaltz, A .

TETRAHEDRON, 2000, 56 (18) :2879-2888

[8] ortho-halogenosubstituents effect in asymmetric cyclization of 4-aryl-4-pentenals using a rhodium catalyst [J].

Fujio, M ;

Tanaka, M ;

Wu, XM ;

Funakoshi, K ;

Sakai, K ;

Suemune, H .

CHEMISTRY LETTERS, 1998, (09) :881-882

[9] C(1)-substituted menthol derivatives: Self-removing chiral auxiliaries for asymmetric conjugate additions to cycloalkenones [J].

Funk, RL ;

Yang, G .

TETRAHEDRON LETTERS, 1999, 40 (06) :1073-1074

[10]

Hu XQ, 1999, ANGEW CHEM INT EDIT, V38, P3518, DOI 10.1002/(SICI)1521-3773(19991203)38:23<3518::AID-ANIE3518>3.0.CO

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