Synthesis of highly substituted tetrahydropyrans: preparation of the C20-C28 moiety of phorboxazoles

被引:23
作者
Chakraborty, TK [1 ]
Reddy, VR [1 ]
Reddy, TJ [1 ]
机构
[1] Indian Inst Chem Technol, Bioorgan Lab, Organ Div 3, Hyderabad 500007, Andhra Pradesh, India
关键词
epoxy alcohols; Sharpless epoxidation; epoxide opening; 2-methyl-1,3-diol; phorboxazoles;
D O I
10.1016/j.tet.2003.08.056
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A propionate-derived polyketide building block A whose 2-methyl-1,3-diol moiety was built by a Ti(III)-mediated ring opening reaction of a trisubstituted 2,3-epoxy alcohol precursor was employed as a common starting material for the syntheses of highly substituted tetrahydropyrans 1-5, the first one being the C20-C28 fragment of cytotoxic natural products, phorboxazoles. (C) 2003 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8613 / 8622
页数:10
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