α,α-Difluoro-α-phenylsulfanyl-α-trimethylsilylmethane as "•CF2-" synthetic building block for the preparation of gem-difluoromethylenated cyclopentanols

被引:10
|
作者
Peewasan, Krisana
Kuhakarn, Chutima
Soorukram, Darunee
Tuchinda, Patoomratana
Reutrakul, Vichai
Pohmakotr, Manat [1 ]
机构
[1] Mahidol Univ, Fac Sci, Ctr Excellence Innovat Chem PERCH CIC, Bangkok 10400, Thailand
关键词
alpha; alpha-Difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane; gem-Difluoromethylenated cyclopentanols; Radical cyclization; CYCLIZATION; TRIFLUOROMETHYLATION; SULFOXIDES;
D O I
10.1016/j.jfluchem.2011.10.009
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A general strategy for the preparation of gem-difluoromethylenated cyclopentanols has been demonstrated; it involves sequential fluoride-catalyzed nucleophilic addition of alpha,alpha-difluoro-alpha-phenylsulfanyl-alpha-trimethylsilylmethane (PhSCF2SiMe3; 1) to homoallyl ketones followed by intramolecular radical cyclization. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:367 / 372
页数:6
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