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Enantioselective rhodium-catalysed insertion of trifluorodiazoethanes into tin hydrides

Abstract:
Aryl substituted 2,2,2-trifluorodiazoethanes undergo rhodium(II)-catalysed insertion reactions with tin hydrides affording the corresponding α-(trifluoromethyl)benzyl stannanes. This reactivity contrasts with that of diazo esters which predominantly afford CH2 reduction products in the presence of tin hydrides. The first example of asymmetric insertion into tin hydrides using diazo compounds is also described. In addition, this system extends to asymmetric germanium hydride and silane insertion.
Publication status:
Published
Peer review status:
Peer reviewed

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Publisher copy:
10.1016/j.tet.2018.11.022

Authors


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Institution:
University of Oxford
Department:
Chemistry
Sub department:
Organic Chemistry
Oxford college:
St Hilda's College
Role:
Author
ORCID:
0000-0002-0104-4166
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Publisher:
Elsevier Publisher's website
Journal:
Tetrahedron Journal website
Volume:
75
Issue:
1
Pages:
17-25
Publication date:
2018-11-23
Acceptance date:
2018-11-10
DOI:
EISSN:
1464-5416
ISSN:
0040-4020
Source identifiers:
951023
Language:
English
Keywords:
Pubs id:
pubs:951023
UUID:
uuid:6651cb0f-de92-4b1d-b0a7-2227a4f9e4cf
Local pid:
pubs:951023
Deposit date:
2019-03-05

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