Organic synthesis by using bismuth and tin compounds: Synthetic organic reaction in aqueous media or water

被引:5
|
作者
Wada, M [1 ]
Miyoshi, N [1 ]
机构
[1] Univ Tokushima, Fac Integrated Arts & Sci, Dept Math & Nat Sci, Tokushima 7708502, Japan
关键词
allylation; ether synthesis; asymmetric cyanation; reduction; bismuth trichloride; metallic bismuth; tin tetrachloride; tetraallyltin; aqueous media;
D O I
10.5059/yukigoseikyokaishi.57.689
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This article presents organic synthesis by using bismuth and tin compounds, especially synthetic organic reaction in aqueous media:(1) A Grignard-type additon 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 Barbier-Grignard-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.
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页码:689 / 697
页数:9
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