Studies on the Stereoselective Synthesis of Functionalized Allylsilane Compounds

doi:10.6023/cjoc201904081

Chinese Journal of Organic Chemistry ›› 2019, Vol. 39 ›› Issue (12): 3454-3459.DOI: 10.6023/cjoc201904081 Previous Articles Next Articles

Special Issue: 元素有机化学合辑2018-2019；有机硅化学虚拟合辑

多取代烯丙基硅化合物的立体选择性合成研究

姜铨, 何玲, 李卫东

重庆大学药学院天然产物全合成与创新药物研究重庆市重点实验室重庆 401331

收稿日期:2019-04-30 修回日期:2019-07-25 发布日期:2019-08-30
通讯作者: 何玲, 李卫东 E-mail:heling2015@cqu.edu.cn;wdli@cqu.edu.cn
基金资助:
国家自然科学基金（Nos.21672030，21702023）资助项目.

Studies on the Stereoselective Synthesis of Functionalized Allylsilane Compounds

Jiang Quan, He Ling, Li Weidong

a Chongqing Key Laboratory of Natural Product Synthesis and Drug Research, School of Pharmaceutical Sciences, Chongqing University, Chongqing 401331

Received:2019-04-30 Revised:2019-07-25 Published:2019-08-30
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 21672030, 21702023).

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Abstract

Allylsilanes have emerged as synthetically useful intermediates that can undergo a variety of chemical transformations and have been found versatile applications in C-C bond construction as well as in preparation of complex molecules. Exploration on the stereoselective route to functionalized allylsilanes is of great significance for the development of organic synthetic methodology. An efficient pathway to a series of novel alkoxy-substituted homoiodio-allylsilanes via the Julia olefination of silylmethyl cyclopropyl carbinols was described. Carbinols derived from cyclopropyl aryl ketone were evidenced to be superiorer in controlling the stereoselectivity of the products than the alkyl equivalents.

Key words: allylsilane, Julia olefination, cyclopropyl carbinol, Grignard reagent

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Jiang Quan, He Ling, Li Weidong. Studies on the Stereoselective Synthesis of Functionalized Allylsilane Compounds[J]. Chinese Journal of Organic Chemistry, 2019, 39(12): 3454-3459.

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多取代烯丙基硅化合物的立体选择性合成研究

Studies on the Stereoselective Synthesis of Functionalized Allylsilane Compounds

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