Simple preparation of alpha-diazo esters.

Autor: Taber DF; Department of Chemistry & Biochemistry, University of Delaware, Newark, Delaware 19716, USA. taberdf@udel.edu, Sheth RB, Joshi PV
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2005 Apr 01; Vol. 70 (7), pp. 2851-4.
DOI: 10.1021/jo048011o
Abstrakt: [reaction: see text] The TiCl4-mediated reaction of an ester with benzoyl chloride results in high yields of the alpha-benzoylated ester. Diazo transfer of the benzoylated ester utilizing p-acetoamidobenzenesulfonyl azide affords the alpha-diazo ester in good yield. Using this simplified procedure, it is easy to prepare gram quantities of alpha-diazo esters.
Databáze: MEDLINE