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Carbohydrate-derived aminoalcohol ligands for asymmetric Reformatsky reactions

Abstract:

Members of a family of functionally and stereochemically diverse d-glucosamine-derived tertiary aminoalcohol ligands have been used to promote the asymmetric Reformatsky reaction. The β-hydroxyester product tert-butyl 3-phenyl-3-hydroxy-propanoate was obtained enriched in either the (+)-(R) (up to 74% ee) or (-)-(S) (up to 42% ee) enantiomer depending on the choice of ligand. Although the selectivities are modest in absolute terms they represent some the better selectivities obtained to date ...

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Publication status:
Published

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Institution:
University of Oxford
Division:
MPLS
Department:
Chemistry
Sub department:
Organic Chemistry
Role:
Author
Journal:
TETRAHEDRON-ASYMMETRY
Volume:
16
Issue:
1
Pages:
213-221
Publication date:
2005-01-10
DOI:
ISSN:
0957-4166
Source identifiers:
39332
Language:
English
Pubs id:
pubs:39332
UUID:
uuid:a8c774cf-435c-4b9f-97bd-9a9c6c792569
Local pid:
pubs:39332
Deposit date:
2012-12-19

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