ACYLOXY-TRI(ISOPROPOXY)TITANIUM REAGENTS FOR REGIOSELECTIVE CLEAVAGE OF 2,3-EPOXYALCOHOLS - A SYNTHESIS OF 2-DEOXY-D-RIBOSE

被引:13
作者
RAIFELD, YE
NIKITENKO, A
ARSHAVA, BM
机构
[1] Joint Laboratory of Carbohydrates and Nucleoside Synthesis, Moscow, 117571, Moscow Institute Fine Chemical Technology and JV Angarex Vernadsky Ave.
关键词
D O I
10.1016/S0040-4020(01)86329-8
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The cleavage of the oxirane ring of 3,4-anhydro-2-deoxy-D-threo-pentose diethyl acetal by various acetic acid derivatives - titanium(IV) isopropoxide combinations are reported in detail. The high regioselectivity found with tri(isopropoxy)titanium acetate serves as the basis for a synthesis of 2-deoxy-D-ribose and its ethyl furanosides in high yields and optical purity from non-carbohydrate precursors. The synthesis of other acyloxy tri(isopropoxy)titanium reagents is also described.
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页码:2509 / 2514
页数:6
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