Pauson-Khand Reaction of Internal Dissymmetric Trifluoromethyl Alkynes. Influence of the Alkene on the Regioselectivity

被引：8

作者：

Aiguabella, Nuria ^{[1
]}

Arce, Elsa M. ^{[1
]}

del Pozo, Carlos ^{[2
,3
]}

Verdaguer, Xavier ^{[1
,4
]}

Riera, Antoni ^{[1
,4
]}

机构：

[1] Inst Res Biomed IRB Barcelona, Barcelona 08028, Spain

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

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

[4] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain

来源：

MOLECULES | 2014年 / 19卷 / 02期

关键词：

Pauson-Khand reaction; cycloadditions; regioselectivity; cyclopentenones; trifluoromethylalkynes; REGIOCHEMISTRY; FLUORINE;

D O I：

10.3390/molecules19021763

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

The scope of the Pauson-Khand reaction (PKR) of internal trifluoromethyl alkynes, previously described with norbornadiene, is expanded to norbornene and ethylene. A thorough structural analysis of the resulting PK adducts has been carried out to unveil that alpha-trifluoromethylcyclopentenones are preferred in all cases, independently of the electronic properties of the alkyne. The regioselectivity observed with norbornadiene and ethylene is higher than in the case of norbornene.

引用

页码：1763 / 1774

页数：12

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