A HIGHLY SELECTIVE SYNTHESIS OF VERSATILE (E)-1-PHENYLTHIO VINYLSTANNANES

被引：91

作者：

MAGRIOTIS, PA

BROWN, JT

SCOTT, ME

机构：

[1] Department of Chemistry, West Virginia University, Morgantown

来源：

TETRAHEDRON LETTERS | 1991年 / 32卷 / 38期

关键词：

HYDROSTANNATION; PALLADIUM(O); TRIBUTYLTIN HYDRIDE; 1-PHENYLTHIO-1-ALKYNES; (E)-1-PHENYLTHIO VINYLSTANNANES;

D O I：

10.1016/S0040-4039(00)93424-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, palladium-catalyzed hydrostannation of 1-phenylthio-1-alkynes 1 is described. This novel tributyltin hydride addition provides versatile 1-phenylthio vinylstannanes 2 regio- and stereoselectively.

引用

页码：5047 / 5050

页数：4

共 32 条

[1]

ALEXAKIS A, 1985, SYNTHESIS-STUTTGART, P72

[2] PALLADIUM(O) CATALYSIS IN HYDROSTANNATION OF CARBON-CARBON TRIPLE BONDS [J].

COCHRAN, JC ;

BRONK, BS ;

TERRENCE, KM ;

PHILLIPS, HK .

TETRAHEDRON LETTERS, 1990, 31 (46) :6621-6624

[3]

COOKSON RC, 1976, J CHEM SOC CHEM COMM, P990

[4] STEREOSELECTIVE SYNTHESIS OF "(+/-)-11-HYDROXY-TRANS-8-DODECENOIC ACID LACTONE, A NATURALLY OCCURRING MACROLIDE FROM CEPHALOSPORIUM-RECIFEI [J].

COREY, EJ ;

ULRICH, P ;

FITZPATRICK, JM .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1976, 98 (01) :222-224

[5] REACTION OF ORGANOTIN HYDRIDES WITH ACETYLENIC ALCOHOLS [J].

ENSLEY, HE ;

BUESCHER, RR ;

LEE, K .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (03) :404-408

[6]

HAJOS A, 1979, COMPLEX HYDRIDES REL, P239

[7] PREPARATION OF DITHIO-KETEN, THIOSELENO-KETEN, THIOSILYL-KETEN, AND THIOSTANNYL-KETEN ACETALS [J].

HARIRCHIAN, B ;

MAGNUS, P .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (15) :522-523

[8] THE HYDROBORATION OF 1-ALKYLTHIO-1-ALKYNES, AND ITS APPLICATION TO THE SYNTHESES OF S-ALKYL ALKANETHIOATES AND (Z)-1-ALKYLTHIO-1-ALKENES [J].

HOSHI, M ;

MASUDA, Y ;

ARASE, A .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1990, 63 (02) :447-452

[9] PALLADIUM CATALYZED HYDROSTANNYLATION AND HYDROGERMYLATION OF ACETYLENES [J].

ICHINOSE, Y ;

ODA, H ;

OSHIMA, K ;

UTIMOTO, K .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1987, 60 (09) :3468-3470

[10] PREPARATION OF IODOALLYLIC ALCOHOLS VIA HYDROSTANNYLATION - SPECTROSCOPIC PROOF OF STRUCTURES [J].

JUNG, ME ;

LIGHT, LA .

TETRAHEDRON LETTERS, 1982, 23 (38) :3851-3854

← 1 2 3 4 →