Journal article icon

Journal article

Stereoselective reductive alkylation of 2,5-disubstituted pyrroles: a role for naphthalene in the partial reduction of heterocycles

Abstract:
Lithium in ammonia promotes the stereoselective reduction of 2,5- disubstituted pyrroles: such reactions proceed with good levels of stereoselectivity, producing the trans-isomer. The stereochemistry of one of the reduced compounds was proven by X-ray crystallography. A mechanism is proposed which explains the stereoselectivity and a modification made to the reducing system that includes catalytic naphthalene and obviates the need for liquid ammonia. (C) 2000 Elsevier Science Ltd.
Publication status:
Published

Actions


Access Document


Authors


More by this author
Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Cousins, RPC More by this author
Journal:
TETRAHEDRON LETTERS
Volume:
41
Issue:
9
Pages:
1327-1330
Publication date:
2000-02-26
DOI:
ISSN:
0040-4039
URN:
uuid:34657239-e9de-4e3e-83af-d5ff835fcffa
Source identifiers:
37327
Local pid:
pubs:37327
Language:
English

Terms of use


Metrics



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

TO TOP