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

Molecules

Nuria Aiguabella²  Elsa M. Arce²  Carlos del Pozo¹  Xavier Verdaguer² 

[1] Department de Química Orgánica, Universidad de Valencia, E-46100 Burjassot, Spain; E-Mail:;Institute for Research in Biomedicine (IRB Barcelona), Baldiri i Reixac, 10. 08028 Barcelona, Spain; E-Mails:

关键词: Pauson-Khand reaction;    cycloadditions;    regioselectivity;    cyclopentenones;    trifluoromethylalkynes;   

DOI  :  10.3390/molecules19021763

来源: mdpi

【 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 α-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.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.