Journal article icon

Journal article

Direct catalytic enantio- and diastereoselective Mannich reaction of isocyanoacetates and ketimines.

Abstract:
A catalytic asymmetric synthesis of imidazolines with a fully substituted β-carbon atom by a Mannich-type addition/cyclization reaction of isocyanoacetate pronucleophiles and N-diphenylphosphinoyl ketimines has been developed. When a combination of a cinchona-derived aminophosphine precatalyst and silver oxide was employed as a binary catalyst system, good reactivity, high diastereoselectivities (up to 99:1 d.r.), and excellent enantioselectivities (up to 99% ee) were obtained for a range of substrates.
Publication status:
Published

Actions


Access Document


Publisher copy:
10.1002/anie.201309719

Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Publisher:
Wiley-VCH Verlag
Journal:
Angewandte Chemie (International ed. in English)
Volume:
53
Issue:
13
Pages:
3462-3465
Publication date:
2014-03-05
DOI:
EISSN:
1521-3773
ISSN:
1433-7851
URN:
uuid:fc600183-3cc9-4642-9a4a-32ad4818e6e9
Source identifiers:
457856
Local pid:
pubs:457856

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