Citation: 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. doi: 10.6023/cjoc201904081 shu

Studies on the Stereoselective Synthesis of Functionalized Allylsilane Compounds

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

Corresponding author: He Ling, heling2015@cqu.edu.cn Li Weidong, wdli@cqu.edu.cn
Received Date: 30 April 2019
Revised Date: 25 July 2019
Available Online: 30 December 2019
Fund Project: Project supported by the National Natural Science Foundation of China (Nos. 21672030, 21702023)the National Natural Science Foundation of China 21672030the National Natural Science Foundation of China 21702023

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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.
- allylsilane,
- Julia olefination,
- cyclopropyl carbinol,
- Grignard reagent
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