Stereo- and Enantioselective Addition of Organolithiums to 2-Oxazolinylazetidines as a Synthetic Route to 2-Acylazetidines

Stereo- and Enantioselective Addition of Organolithiums to 2-Oxazolinylazetidines as a Synthetic Route to 2-Acylazetidines

A new synthetic route to N-alkyl-2-acylazetidines was developed through a highly stereoselective addition of organolithiums to N-alkyl-2-oxazolinylazetidines followed by acidic hydrolysis of the resulting oxazolidine intermediates. This study revealed an unusual reactivity of the C=N bond of the oxa...

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Bibliographic Details
Main Authors: Pantaleo Musci, Marco Colella, Flavio Fanelli, Angela Altomare, Luisa Pisano, Claudia Carlucci, Renzo Luisi, Leonardo Degennaro
Format: Article
Language:English
Published: Frontiers Media S.A. 2019-09-01
Series:Frontiers in Chemistry
Subjects:
azetidine
lithiation
oxazoline
stereoselectivity
NMR calculations
oxazolidine
Online Access:https://www.frontiersin.org/article/10.3389/fchem.2019.00614/full

Internet

https://www.frontiersin.org/article/10.3389/fchem.2019.00614/full

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