γ-Silylboronates in the chiral Bronsted acid-catalysed allylboration of aldehydes

被引：38

作者：

Barrio, P. ^{[1
]}

Rodriguez, E. ^{[1
]}

Saito, K. ^{[2
]}

Fustero, S. ^{[1
,3
]}

Akiyama, T. ^{[2
]}

机构：

[1] Univ Valencia, Dept Quim Organ, E-46100 Burjassot, Spain

[2] Gakushuin Univ, Fac Sci, Dept Chem, Toshima Ku, Tokyo 1718588, Japan

[3] Ctr Inverstigac Principe Felipe, Lab Mol Organ, E-46012 Valencia, Spain

来源：

CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 25期

基金：

日本学术振兴会;

关键词：

HIGHLY STEREOSELECTIVE-SYNTHESIS; ENANTIOSELECTIVE SYNTHESIS; HOMOALLYLIC ALCOHOLS; ASYMMETRIC-SYNTHESIS; CARBONYL-COMPOUNDS; DIASTEREOSELECTIVE SYNTHESIS; KINETIC RESOLUTION; ALLYLATION; ALPHA; ALLYLSILANES;

D O I：

10.1039/c4cc08598a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The use of functionalised allylboronic esters in the catalytic enantio-selective allylboration of aldehydes is described for the first time. gamma-Silylallyl pinacolate derivatives give rise to alpha-silyl homoallylic alcohols in high yields, with complete diastereoselectivities and high enantio-selectivities, in most of the cases. The usefulness of such intermediates is showcased by their transformation into fluorinated allylic alcohols.

引用

页码：5246 / 5249

页数：4

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