Reactions of polymerization-resistant 1,2-dithiolanes with lithiated oxygen heterocycles

被引:0
作者
Tazaki, M
Hieda, T
Maeda, H
Nagahama, S
Jyo, A
机构
[1] Kumamoto Inst Technol, Dept Ind Chem, Kumamoto 860, Japan
[2] Kumamoto Univ, Fac Engn, Dept Appl Chem & Biochem, Kumamoto 860, Japan
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中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Lithiated furans have been found to cleave the S-S bond of polymerization-resistant 1,2-dithiolanes to give the ring opened products in good yields. In the case of lithiated benzofuran, the excess reagent reacted with the normal product to give a mixture. Lithiated dihydrofuran and dihydropyran gave the corresponding ring-opened products that rearranged to spiro-1,3-dithianes during acidic workup. The reaction was applied to the selective synthesis of substrates for intramolecular Diels-Alder reactions. (C) 1998 John Wiley & Sons, Inc.
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页码:281 / 287
页数:7
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