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A new convenient method for selective monobenzoylation of diols

โœ Scribed by Toshihide Maki; Fumiaki Iwasaki; Yoshihiro Matsumura


Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
189 KB
Volume
39
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


A new facile method for monoacylation of diols has been developed. A variety of cyclic and acyclic diols, in particular 1,2-diols, was selectively monobenzoylated in good yields by their reaction with benzoyl chloride in the presence of a catalytic amount of dimethyltin dichloride and inorganic bases.


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A novel method is reported for the transformation of vicinal diols to olefins. This methodology consists in the conversion of iodothiocarbonates such as 16 to olefin 17 with phenyl lithium in excellent yield. Compounds 7 and 12 were prepared by this methodology in order to determine if they would be