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SnCl_2/Cu-Mediated Carbonyl Allylation Reaction in Water: Scope, Selectivity and Mechanism

SnCl_2/Cu-Mediated Carbonyl Allylation Reaction in Water: Scope, Selectivity and Mechanism
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摘要 Copper was found to be able to promote the SnCl2-mediated carbonyl allylation reactions in water, giving the corresponding homoallylic alcohol products in very high yields. Detailed studies showed that the reaction could be applied to a variety of carbonyl compounds including those with hydroxyl, amino and nitro groups. It was also found that this reaction showed good regioselectivities for some substrates. Furthermore, carefully controled ex-periments and in situ NMR measurements provided important insights into the mechanism of the newly developed reaction. Copper was found to be able to promote the SnCl2-mediated carbonyl allylation reactions in water, giving the corresponding homoallylic alcohol products in very high yields. Detailed studies showed that the reaction could be applied to a variety of carbonyl compounds including those with hydroxyl, amino and nitro groups. It was also found that this reaction showed good regioselectivities for some substrates. Furthermore, carefully controled ex-periments and in situ NMR measurements provided important insights into the mechanism of the newly developed reaction.
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2004年第5期450-454,共5页 中国化学(英文版)
基金 Project supported by Chinese Academy of Sciences (No. KJCXZ-SW-04) and the National Natural Science Foundation of China (No. 20332020).
关键词 carbonyl allylation Barbier reaction aqueous media green chemistry tin dichloride copper carbonyl allylation, Barbier reaction, aqueous media, green chemistry, tin dichloride, copper
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