1999 年 57 巻 8 号 p. 689-697
This article presents organic synthesis by using bismuth and tin compounds, especially synthetic organic reaction in aqueous media : (1) A Grignard-type addition of allyl unit to carbonyl compounds containing a carboxyl group by using bismuth trichloride-metallic zinc-allyl bromide. (2) Allylation of aldehydes by using allylic alcohols in the presence of metallic bismuth. (3) A novel aqueous BarbierGrignard-type allylation of aldehydes in a metallic magnesium/bismuth trichloride bimetal system. (4) Allylation of carbonyl compounds by using allyl Grignard reagent and various metallic salts in aqueous media. (5) Allylation of aldehydes by using allyltin compounds in aqueous media. (6) Asymmetric allylation of carbonyl compounds by using tetraallyltin. (7) Bismuth mediated allylation of unprotected carbohydrates. (8) Ether synthesis by using a catalytic amount of bismuth trichloride and triethylsilane. (9) Asymmetric cyanation of aldehydes promoted by a catalytic amount of chiral bismuth compound. (10) Reduction of aldehydes by using tributyltin hydride in methanol or water.