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Cu-Catalyzed Asymmetric Synthesis of γ-Amino Alcohols Featuring Tertiary Carbon Stereocenters.

Authors :
Delgado A
Orlando P
Lanzi M
Benet-Buchholz J
Passarella D
Kleij AW
Source :
Organic letters [Org Lett] 2024 Sep 13; Vol. 26 (36), pp. 7596-7600. Date of Electronic Publication: 2024 Aug 30.
Publication Year :
2024

Abstract

Alkyne-functionalized oxetanes are presented as versatile substrates that in combination with amine reagents can be transformed into structurally diverse, chiral γ-amino alcohols featuring a tetrasubstituted tertiary stereocenter under Cu catalysis. Control experiments demonstrate the privileged nature of these oxetane precursors in terms of yield and asymmetric induction levels in the developed protocol, and postsynthetic modifications offer an easy way to access more advanced synthons.

Details

Language :
English
ISSN :
1523-7052
Volume :
26
Issue :
36
Database :
MEDLINE
Journal :
Organic letters
Publication Type :
Academic Journal
Accession number :
39213514
Full Text :
https://doi.org/10.1021/acs.orglett.4c02682