Highly Regio- and Diastereoselective Synthesis of 6,7-Dihydro-4H-furo[3,4-c]pyran Derivatives through Pd-Catalyzed Formal (3+3) Allylic Cycloaddition of 2-Butene-1,4-diols with 2-(1-Alkynyl)-2-alken-1-ones

文献类型： 外文期刊

第一作者： Yao, Tuanli

作者： Yao, Tuanli;She, Jun-E;Li, Tao;Qin, Xiangyang

作者机构：

期刊名称：ORGANIC LETTERS （ 影响因子：5.2； 五年影响因子：4.9 ）

ISSN： 1523-7060

年卷期： 2024 年 26 卷 10 期

页码：

收录情况： SCI

摘要： A highly efficient synthesis of 7-vinyl-6,7-dihydro-4H-furo[3,4-c]pyran derivatives from 2-butene-1,4-diols and 2-(1-alkynyl)-2-alken-1-ones has been achieved with high regio- and diastereoselectivity (dr > 20:1) by Pd-catalyzed tandem heterocyclization/cross-coupling. The pi-allyl palladium species Int II generated from 2-butene-1,4-diol by direct cleavage of the C-OH bond is the key to the success in this formal (3 + 3) cycloaddition reaction.

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