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Highly diastereoselective ketone aldol reactions of butane-2,3-diacetal desymmetrised glycolic acid

Abstract:
Butane-2,3-diacetal (BDA) desymmetrised glycolic acid building block 1 undergoes highly diastereoselective lithium enolate ketone aldol reactions with a range of methyl and mono-substituted methyl ketones to yield, after acid-catalysed deprotection, enantiopure α,β-dihydroxy acid derivatives bearing a quaternary carbon atom at the β-hydroxy centre.
Publication status:
Published

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Publisher copy:
10.1055/s-2002-34377

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Institution:
University of Oxford
Department:
Oxford, MPLS, Chemistry, Organic Chemistry
Role:
Author
Journal:
SYNTHESIS-STUTTGART
Volume:
2002
Issue:
14
Pages:
1973-1978
Publication date:
2002-01-01
DOI:
EISSN:
1437-210X
ISSN:
0039-7881
URN:
uuid:16ec88a5-d892-43cf-a10c-a2edcdf5ce8f
Source identifiers:
52083
Local pid:
pubs:52083

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