Double carbonylation reactions of enynols and thiols to form thioester substituted 6-membered ring lactones

被引：42

作者：

Cao, Hong

Xiao, Wen-Jing

Alper, Howard

机构：

[1] Cent China Normal Univ, Minist Educ, Key Lab Posticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China

[2] Univ Ottawa, Ctr Catalysis Res & Innovat, Dept Chem, Ottawa, ON K1N 6N5, Canada

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2006年 / 348卷 / 14期

关键词：

double carbonylation; enynols; homogeneous catalysis; 6-membered ring lactones; palladium; thiols;

D O I：

10.1002/adsc.200606213

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The double carbonylation reaction of enynols with thiols affords functionalized 6-membered ring lactones. Two kinds of 6-membered ring lactones were obtained by the use of different palladium complexes with added phosphine ligands.

引用

页码：1807 / 1812

页数：6

共 63 条

[1]

ALI BE, 1991, J ORG CHEM, V56, P5357

[2] COBALT CARBONYL CATALYZED-REACTIONS OF DISULFIDES - CARBONYLATION TO THIOESTERS AND DESULFURIZATION TO SULFIDES [J].

ANTEBI, S ;

ALPER, H .

TETRAHEDRON LETTERS, 1985, 26 (22) :2609-2612

[3] Developments in furan syntheses [J].

Brown, RCD .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (06) :850-852

[4] Ruthenium-carbene catalysts for the synthesis of 2,3-dimethylfuran [J].

Cetinkaya, B ;

Ozdemir, I ;

Bruneau, C ;

Dixneuf, PH .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1997, 118 (01) :L1-L4

[5] Stereocontrol in organic synthesis using silicon-containing compounds.: A synthesis of the (±)-Prelog-Djerassi lactone [J].

Chow, HF ;

Fleming, I .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (17) :2651-2662

[6]

Collett LA, 1998, PROG CH ORG NAT PROD, V75, P181

[7] Saturated and unsaturated lactones [J].

Collins, I .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1999, (11) :1377-1395

[8] Saturated and unsaturated lactones [J].

Collins, I .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1998, (11) :1869-1888

[9]

Colquhoun H. M., 1991, CARBONYLATION DIRECT

[10] ACYLPALLADATION OF INTERNAL ALKYNES AND PALLADIUM-CATALYZED CARBONYLATION OF (Z)-BETA-IODOENONES AND RELATED DERIVATIVES PRODUCING GAMMA-LACTONES AND GAMMA-LACTAMS [J].

COPERET, C ;

SUGIHARA, T ;

WU, GZ ;

SHIMOYAMA, I ;

NEGISHI, E .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (12) :3422-3431

← 1 2 3 4 5 6 7 →