UNIQUE TEMPLATE EFFECTS OF DISTANNOXANE CATALYSTS IN TRANSESTERIFICATION OF DIOL ESTERS

Citation
J. Otera et al., UNIQUE TEMPLATE EFFECTS OF DISTANNOXANE CATALYSTS IN TRANSESTERIFICATION OF DIOL ESTERS, Tetrahedron, 49(15), 1993, pp. 3065-3074
Citations number
13
Journal title
ISSN journal
00404020
Volume
49
Issue
15
Year of publication
1993
Pages
3065 - 3074
Database
ISI
SICI code
0040-4020(1993)49:15<3065:UTEODC>2.0.ZU;2-7
Abstract
1,n-Diol diacetates (n = 2,3,4) are selectively converted into the cor responding monoacetates by distannoxane-catalyzed transesterification. Such unique selectivity is not encountered with 1,n-diol diacetates w here n greater-than-or-equal-to 5. A great difference in reactivity is also seen in the transesterifiaction between methyl butyrate and l,n- diol monoacetates: the ethylene glycol derivative sluggishly undergoes transesterification whereas higher homologs react smoothly. The uniqu e template effects of the catalysts are discussed in terms of cooperat ion of two different tin atoms which are located in the proximity.