An oxathiaphospholane approach to one-pot phosphorothioylation of isoprenoid alcohols

被引:6
|
作者
Zmudzka, K
Nawrot, B
Chojnacki, T
Stec, WJ
机构
[1] Polish Acad Sci, Ctr Mol & Macromol Studies, Dept Bioorgan Chem, PL-90363 Lodz, Poland
[2] Polish Acad Sci, Inst Biochem & Biophys, PL-02106 Warsaw, Poland
关键词
D O I
10.1021/ol049771o
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allyl, isopentenyl, geranyl, citronellyl, farnesyl, and phytyl alcohols were transformed in good yield (>60%) into their phosphorothioates via a DBU-assisted 1,3,2-oxathiaphospholane ring-opening condensation with 2-(2-cyanoethoxy)-2-thiono-1,3,2-oxathiaphospholane, a reagent that is stable and easy to handle, followed by subsequent removal of the 2-cyanoethyl group from the intermediate phosphorothioate diester under basic conditions.
引用
收藏
页码:1385 / 1387
页数:3
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