Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride

被引：9

作者：

Chaudhuri, Subrata Kumar ^{[2
]}

Saha, Manabendra ^{[3
]}

Saha, Amit ^{[1
]}

Bhar, Sanjay ^{[1
]}

机构：

[1] Jadavpur Univ, Dept Chem, Organ Chem Sect, Kolkata 700032, India

[2] Khorop High Sch, Howrah, W Bengal, India

[3] Surendranath Coll Evening, Dept Chem, Kolkata 700009, India

来源：

BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2010年 / 6卷

关键词：

diols; esters; lactones; reduction; BIOLOGICAL EVALUATION; SELECTIVE REDUCTION; CARBOXYLIC ESTERS; NABH4; REDUCTION; RADICAL-ANIONS; KETO-ESTERS; SOLVENT; REARRANGEMENT; AMINATION; EFFICIENT;

D O I：

10.3762/bjoc.6.94

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH4 at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a detailed and systematic investigation of the reaction are described.

引用

页码：748 / 755

页数：8

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