Recent Developments and Applications of the Chiral BrOnsted Acid Catalyzed Allylboration of Carbonyl Compounds

被引：37

作者：

Sedgwick, Daniel M. ^{[1
,2
]}

Grayson, Matthew N. ^{[3
]}

Fustero, Santos ^{[1
,2
]}

Barrio, Pablo ^{[1
]}

机构：

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

[2] Ctr Invest Principe Felipe, Lab Mol Organ, Valencia 46012, Spain

[3] Univ Cambridge, Dept Chem, Ctr Mol Informat, Lensfield Rd, Cambridge CB2 1EW, England

来源：

SYNTHESIS-STUTTGART | 2018年 / 50卷 / 10期

关键词：

asymmetric synthesis; allylboration; enantioselective catalysis; chiral BrOnsted acids; homoallylic alcohols; DFT calculations; SILYL ENOL ETHERS; ANTI-HOMOALLYLIC ALCOHOLS; PHOSPHORIC-ACID; ENANTIOSELECTIVE ALLYLATION; LEWIS-ACID; RELAY CATALYSIS; ASYMMETRIC ALLYLBORATION; MECHANISTIC INSIGHTS; AMINES; APPLICATION; ADDITION-REACTIONS;

D O I：

10.1055/s-0036-1589532

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The 50-year-old allylboration reaction has seen dramatic developments since the dawn of the new century after the first catalytic asymmetric versions came into play. In the past decade alone, several methodologies capable of achieving the desired homoallylic alcohols in over 90% ee have been developed. This review focuses on the chiral BrOnsted acid catalyzed allylboration reaction, covering everything from the very first examples and precedents to modern day variations and applications.

引用

页码：1935 / 1957

页数：23

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