An improved synthesis of a polymer-supported distannane and its application to radical formation

被引：25

作者：

Junggebauer, J

Neumann, WP

机构：

[1] Department of Chemistry, University of Dortmund, D-44227 Dortmund

[2] Department of Chemistry, University of Pittsburgh, Pittsburgh

来源：

TETRAHEDRON | 1997年 / 53卷 / 04期

关键词：

D O I：

10.1016/S0040-4020(96)01078-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A polymer-supported distannane 1 was prepared by treatment of tin halide resin with lithium naphthalenide or sodium naphthalenide in THF. The content of the polymers 1 was determined to be 0.95 to 1.13 mmol/g tin as ditin. The polymer-supported distannane reagent was Successfully applied to radical cyclizations of acyclic alpha-haloesters to yield gamma-butyrolactones. (C) 1997, Elsevier Science Ltd.

引用

页码：1301 / 1310

页数：10

共 56 条

[1]

AUTORENKOLLEKTI, 1981, ORGANIKUM ORG CHEM G

[2] RADICAL-INDUCED RING-OPENING OF EPOXIDES - A CONVENIENT ALTERNATIVE TO THE WHARTON REARRANGEMENT [J].

BARTON, DHR ;

MOTHERWELL, RSH ;

MOTHERWELL, WB .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1981, (08) :2363-2367

[3]

BECKWITH ALJ, 1980, REARRANGEMENTS GROUN, P162

[4]

BERGE JM, 1979, SYNTHESIS-STUTTGART, P417

[5] SOME REACTIONS OF RIBUTYL- AND TRIPHENYL-STANNYL DERIVATIVES OF ALKALI METALS [J].

BLAKE, D ;

TATE, JM ;

COATES, GE .

JOURNAL OF THE CHEMICAL SOCIETY, 1961, (FEB) :618-&

[6] RATE OF FORMATION AND CHARACTERIZATION OF MAGNESIUM ANTHRACENE [J].

BOGDANOVIC, B ;

LIAO, ST ;

MYNOTT, R ;

SCHLICHTE, K ;

WESTEPPE, U .

CHEMISCHE BERICHTE-RECUEIL, 1984, 117 (04) :1378-1392

[7] HEXAMETHYL COMPOUNDS OF SILICON, GERMANIUM, AND TIN [J].

BROWN, MP ;

FOWLES, GWA .

JOURNAL OF THE CHEMICAL SOCIETY, 1958, (AUG) :2811-2814

[8] SYNTHESIS OF HEXAALKYL(ARYL)DISTANNANES AND THEIR REACTION WITH ORGANIC HALIDES UNDER CONDITIONS OF CATALYSIS BY PALLADIUM COMPLEXES [J].

BUMAGIN, NA ;

GULEVICH, YV ;

BELETSKAYA, IP .

BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1984, 33 (05) :1044-1049

[9] A NITROGEN-CONTAINING STANNANE FOR FREE-RADICAL CHEMISTRY [J].

CLIVE, DLJ ;

YANG, W .

JOURNAL OF ORGANIC CHEMISTRY, 1995, 60 (08) :2607-2609

[10]

Curran D P, 1995, STEREOCHEMISTRY RADI

← 1 2 3 4 5 6 →