A NEW SYNTHETIC METHOD OF MACROCYCLIC LACTONES FROM OMEGA-IODOALKYLACRYLATES

被引：16

作者：

ABE, M ^{[1
]}

HAYASHIKOSHI, T ^{[1
]}

KURATA, T ^{[1
]}

机构：

[1] MEIJI UNIV, DEPT IND CHEM, TAMA KU, KAWASAKI, KANAGAWA 214, JAPAN

来源：

CHEMISTRY LETTERS | 1994年 / 10期

关键词：

D O I：

10.1246/cl.1994.1789

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

When the photostimulated cyclization reaction of omega-iodoalkylacrylates was performed in the presence of metal hydride complexes such as sodium cyanoborohydride(NaBH3CN), sodium borohydride(NaBH4) and potassium borohydride (KBH4), the corresponding macrocyclic lactones were produced. The use of NaBH3CN led to the highest yield of lactones.

引用

页码：1789 / 1792

页数：4

共 7 条

[1] HOMOLYTIC REDUCTIVE DEHALOGENATION OF ARYL HALIDES BY SODIUM-BOROHYDRIDE [J].

ABEYWICKREMA, AN ;

BECKWITH, ALJ .

TETRAHEDRON LETTERS, 1986, 27 (01) :109-112

[2] FREE-RADICAL MACROCYCLIZATION VIA PROPIOLATE ESTERS [J].

BALDWIN, JE ;

ADLINGTON, RM ;

RAMCHARITAR, SH .

TETRAHEDRON, 1992, 48 (16) :3413-3428

[3] CHAIN PHOTOREACTION OF SODIUM-BOROHYDRIDE WITH HALOGENATED AROMATIC-HYDROCARBONS - EVIDENCE FOR INITIATION BY ARYL RADICALS [J].

BARLTROP, JA ;

BRADBURY, D .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1973, 95 (15) :5085-5086

[4] PHOTOREDUCTION OF SUBSTITUTED ARENES WITH BORATES AND BOROHYDRIDE - AN ELECTRON-TRANSFER MECHANISM [J].

KROPP, M ;

SCHUSTER, GB .

TETRAHEDRON LETTERS, 1987, 28 (44) :5295-5298

[5]

KURATA T, 1991, YUKAGAKU, V40, P39

[6] MACROLIDE FORMATION BY FREE-RADICAL CYCLIZATION [J].

PORTER, NA ;

CHANG, VHT .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1987, 109 (16) :4976-4981

[7] TIN(IV)-CATALYZED LACTONIZATION OF OMEGA-HYDROXY TRIFLUOROETHYL ESTERS [J].

WHITE, JD ;

GREEN, NJ ;

FLEMING, FF .

TETRAHEDRON LETTERS, 1993, 34 (22) :3515-3518

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