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The Asymmetric Aza-silyl-Prins Reaction: Synthesis of Enantiopure Piperidines.

Authors :
Mittapalli RR
Guesné SJJ
Parker RJ
Klooster WT
Coles SJ
Skidmore J
Dobbs AP
Source :
Organic letters [Org Lett] 2019 Jan 18; Vol. 21 (2), pp. 350-355. Date of Electronic Publication: 2018 Dec 28.
Publication Year :
2019

Abstract

The design and development of the first asymmetric aza-silyl-Prins reaction is reported, giving rise to valuable and diverse piperidines and pipecolic acid derivatives in both high yields and as single enantiomers. The creation of a novel chiral auxiliary-homoallylic amine for the aza-silyl-Prins reaction is essential to its success.

Details

Language :
English
ISSN :
1523-7052
Volume :
21
Issue :
2
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
30592613
Full Text :
https://doi.org/10.1021/acs.orglett.8b03283