Allylic tin(IV)-tin(II) chloride-acetonitrile as a novel system for allylation of carbonyls or imines
作者:Makoto Yasuda、Yoshihiro Sugawa、Akihiro Yamamoto、Ikuya Shibata、Akio Baba
DOI:10.1016/0040-4039(96)01285-3
日期:1996.8
Effective allylation of aldehydes, ketones and imines was accomplished by allylic tributyltins 1 in the presence of SnCl2 in an acetonitrile solution. In this reaction system. Sn(IV)Sn(II) transmetallation must play a key role, generating the allylictin(II) reagents as a novel reacting species. Acetonitrile effectively promoted the transmetallation to give anti-adducts in the reaction with cinnamyltin
convenient procedure for the synthesis of homoallylic alcohols from carbonyl compounds and allylboranes is described. Allyl-, 2-methylallyl-, crotyl- and 3,3-dimethylallyl(dialkyl)boranes, as well as diallyl(alkyl)boranes and derivatives of 3-allyl- and 3-metallyl-3-borabicyclo[3.3.1]non-6-ene are effective reagents for allylation of carbonyl compounds (aldehydes, ketones, esters, carboxylic acids and others)