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Stereoselective Synthesis of Contiguous Cyclopropylaziridines: Enabling the Construction of Versatile Chiral Molecules Including γ‐Lactams via Ring‐Opening Reactions.

Authors :
Han, Jiho
Ha, Hyun‐Joon
Yang, Jung Woon
Source :
Advanced Synthesis & Catalysis. 6/20/2023, Vol. 365 Issue 12, p1970-1976. 7p.
Publication Year :
2023

Abstract

The synthesis of chiral contiguous cyclopropylaziridine was achieved through cyclopropanation of (E)‐3‐((S)‐1‐[(R)‐1‐phenylethyl)aziridin‐2‐yl]acrylaldehyde with bromomalonate in the presence of (2R)‐ or (2S)‐[diphenyl(trimethylsilyloxy) methyl]pyrrolidine as a chiral organocatalyst and 2,6‐lutidine as a base. This chiral cyclopropylaziridine was then subjected to various functional transformations, leading to the construction of a wide range of structurally important motifs. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
16154150
Volume :
365
Issue :
12
Database :
Academic Search Index
Journal :
Advanced Synthesis & Catalysis
Publication Type :
Academic Journal
Accession number :
164587639
Full Text :
https://doi.org/10.1002/adsc.202300177