- Abstract:
-
α-Dibenzylamino- and α-benzyloxy- derivatives of N-acetyl-(S)-4-benzyl-5,5-dimethyloxazolidin-2-one readily undergo highly stereoselective boron mediated syn-aldol reactions with a range of aromatic and aliphatic aldehydes, generating the syn-aldol products in good to excellent yields as single diastereoisomers after purification. In the α-dibenzylamino series, deprotection of the functionalised aldol fragments to the corresponding α-amino-β-hydroxy methyl ester or α-amino-β-hydroxyaldehyde p...
Expand abstract - Publication status:
- Published
- Publisher copy:
- 10.1016/j.tet.2004.05.123
-
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- Journal:
- TETRAHEDRON
- Volume:
- 60
- Issue:
- 35
- Pages:
- 7553-7577
- Publication date:
- 2004-08-23
- DOI:
- ISSN:
-
0040-4020
- URN:
-
uuid:398bfee2-f2a5-4f8d-90cd-4f61ff48edad
- Source identifiers:
-
110578
- Local pid:
- pubs:110578
- Language:
- English
- Keywords:
- Copyright date:
- 2004
Journal article
N-alpha-benzyloxyacetyl derivatives of (S)-4-benzyl-5,5-dimethyloxazolidin-2-one for the asymmetric synthesis of differentially protected alpha,beta-dihydroxyaldehydes
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