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

ABSTRACT: 4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH? 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.

SUBMITTER: Chaudhuri SK

PROVIDER: S-EPMC2956461 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

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

Chaudhuri Subrata Kumar SK Saha Manabendra M Saha Amit A Bhar Sanjay S

Beilstein journal of organic chemistry 20100902

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. ...[more]

PMID: 20978613

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