Journal article icon

Journal article

Organolithium-induced alkylative ring opening of aziridines: synthesis of unsaturated amino alcohols and ethers.

Abstract:
Organolithium-induced alkylative ring opening of N-sulfonyl-protected aziridinyl ethers is described. The reactions were efficiently carried out with a variety of organolithiums, providing a promising new strategy to unsaturated amino alcohols and ethers. Cis- and trans-1,4-dimethoxybut-2-ene-derived aziridines were prepared, and their propensity to undergo organolithium- induced alkylative desymmetrization is detailed. Use of a single enantiomer of the latter aziridine provides a route to enantiopure unsaturated amino ethers.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1021/jo0615201

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
The Journal of organic chemistry
Volume:
71
Issue:
22
Pages:
8510-8515
Publication date:
2006-10-05
DOI:
EISSN:
1520-6904
ISSN:
0022-3263
URN:
uuid:f5ad34e5-cba3-45c1-9da0-a8c030700cb3
Source identifiers:
33645
Local pid:
pubs:33645

Terms of use


Metrics


Views and Downloads






If you are the owner of this record, you can report an update to it here: Report update to this record

TO TOP