Preparation of partially substituted 1-halo- and 1,4-dihalo-1,3-dienes   via reagent-controlled desilylation of halogenated 1,3-dienes

doi:10.1021/jo060003f

CORC > 北京大学 > 化学与分子工程学院

	Preparation of partially substituted 1-halo- and 1,4-dihalo-1,3-dienes via reagent-controlled desilylation of halogenated 1,3-dienes
	Xi, ZF ; Song, ZY ; Liu, GZ ; Liu, XZ ; Takahashi, T
刊名	journal of organic chemistry
	2006
关键词	METAL-PROMOTED CYCLIZATION CYCLOPENTADIENONE DERIVATIVES GRIGNARD-REAGENTS ORGANIC-SYNTHESIS CONVENIENT METHOD ALKYNES 1,4-DILITHIO-1,3-DIENES LITHIATION CLEAVAGE 1,4-DIIODO-1,3-ALKADIENES
DOI	10.1021/jo060003f
英文摘要	Depending on the desilylation reagents used, 1-halo-1,4-bis(trimethylsilyl)-1,3-butadienes afforded either 1-halo-1-trimethylsilyl-1,3-butadienes or 1-halo-4-trimethylsilyi-1,3-butadienes in excellent yields with excellent selectivity, respectively, when treated with CF3COOH or with NaOMe. These monosilylated 1,3-butadiene products could be further desilylated to generate their corresponding halobutadienes via the above reagent-controlled desilylation reaction. When 1,4-dihalo-1,4-bis(trimethylsilyi)-1,3-dienes were treated with MeONa/MeOH at room temperature, desilylation of both of the two trimethylsilyl groups took place to afford their corresponding 1,4-dihalo-1,3-dienes in excellent yields. The commonly used desilylation reagent CF3COOH did not work for these dihalobutadienes.; Chemistry, Organic; SCI(E); PubMed; 0; ARTICLE; 8; 3154-3158; 71
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/198940]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Xi, ZF,Song, ZY,Liu, GZ,et al. Preparation of partially substituted 1-halo- and 1,4-dihalo-1,3-dienes via reagent-controlled desilylation of halogenated 1,3-dienes[J]. journal of organic chemistry,2006.
APA	Xi, ZF,Song, ZY,Liu, GZ,Liu, XZ,&Takahashi, T.(2006).Preparation of partially substituted 1-halo- and 1,4-dihalo-1,3-dienes via reagent-controlled desilylation of halogenated 1,3-dienes.journal of organic chemistry.
MLA	Xi, ZF,et al."Preparation of partially substituted 1-halo- and 1,4-dihalo-1,3-dienes via reagent-controlled desilylation of halogenated 1,3-dienes".journal of organic chemistry (2006).