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

✍ Scribed by S Caddick; N.J Parr; M.C Pritchard

Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
210 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

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 aords the b-hydroxy-a-amino acid derivatives.

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