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An improved procedure for the conversion of certain coumarins to 2,2-dimethylchromenes: efficient transformation of umbelliferone to precocene 1

 

作者: George M. Strunz,   Denis Brillon,   Pierre Giguère,  

 

期刊: Canadian Journal of Chemistry  （NRC Available online 1983）
卷期: Volume 61, issue 9  

页码: 1963-1964

 

ISSN:0008-4042

 

年代: 1983

 

DOI:10.1139/v83-338

 

出版商: NRC Research Press

 

数据来源: NRC

 

摘要:

An improved method for transforming certain coumarins to 2,2-dimethylchromencs has been developed. Umbelliferone (1b) was efficiently converted to precocene 1 (2b) (73%) by etherification to herniarin (1c) with tetramethylorthocarbonate, followed by reaction with methyllithium and cyclization of the resulting phenolic alcohol on silica gel.

 

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