Intramolecular Cycloaddition Azomethine Ylides and α-(Trifluoromethyl)styrenes as Dipolarophiles
NAGIOS: RODERIC FUNCIONANDO

Intramolecular Cycloaddition Azomethine Ylides and α-(Trifluoromethyl)styrenes as Dipolarophiles

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Intramolecular Cycloaddition Azomethine Ylides and α-(Trifluoromethyl)styrenes as Dipolarophiles

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Sánchez Merino, Anabel; Rabasa Alcañiz, Fernando; Gaviña, Daniel; Delgado, Alejandro; Sánchez-Roselló, María; Del Pozo Losada, Carlos
This document is a artículoDate2019
The synthesis of polycyclic fluorinated tertiary amines has been accomplished by means of an intramolecular azomethine ylide cycloaddition with fluorinated dipolarophiles. Thus, tri- and tetracyclic fused pyrrolidines bearing a quaternary trifluoromethyl group were obtained in moderated yields in a stereoselective manner. This is one of the few examples reported in the literature of intramolecular 1,3-dipolar cycloaddition of azomethine ylides with fluorinated dipolarophiles. Initial attempts of the asymmetric version of the process have been performed, but low levels of diastereoselectivity were achieved.

    Sánchez Merino, Anabel Rabasa Alcañiz, Fernando Gaviña, Daniel Delgado, Alejandro Sánchez-Roselló, María Del Pozo Losada, Carlos 2019 Intramolecular Cycloaddition Azomethine Ylides and α-(Trifluoromethyl)styrenes as Dipolarophiles European Journal of Organic Chemistry 2019 39 6606 6610
https://doi.org/10.1002/ejoc.201901098

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