syn-Selective boron mediated aldol condensations for the asymmetric synthesis of β-hydroxy-α-amino acids

Imidazolidinone-bound glycine enolate derivatives have been shown to undergo aldol condensation with aromatic and aliphatic aldehydes in good yields and with excellent stereocontrol (62–84%, 93–95% d.e.). Removal of the pendant imidazolidinone auxiliary and hydrogenolysis affords the β-hydroxy-α-ami...

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2000-07, Vol.41 (31), p.5963-5966
Main Authors: Caddick, S, Parr, N.J, Pritchard, M.C
Format: Article
Language:English
Subjects:
aldol
asymmetric synthesis
boron
glycine enolates
imidazolidinone
β-hydroxy-α-amino acids
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Imidazolidinone-bound glycine enolate derivatives have been shown to undergo aldol condensation with aromatic and aliphatic aldehydes in good yields and with excellent stereocontrol (62–84%, 93–95% d.e.). Removal of the pendant imidazolidinone auxiliary and hydrogenolysis affords the β-hydroxy-α-amino acid derivatives.
ISSN:0040-4039
1873-3581
DOI:10.1016/S0040-4039(00)00734-6