Details

Autor(en) / Beteiligte

• Karjalainen, Oskari K
• Passiniemi, Mikko
• Koskinen, Ari M. P

Titel

Short and Straightforward Synthesis of (−)-1-Deoxygalactonojirimycin

Ist Teil von

• Organic letters, 2010-03, Vol.12 (6), p.1145-1147

Ort / Verlag

United States: American Chemical Society

Erscheinungsjahr

2010

Quelle

MEDLINE

Beschreibungen/Notizen

• The mildness and low basicity of vinylzinc species functioning as a nucleophile in addition to α-chiral aldehydes is characterized by lack of epimerization of the vulnerable stereogenic center. This is demonstrated by a highly diastereoselective synthesis of 1-deoxygalactonojirimycin in eight steps from commercial starting materials with overall yield of 35%.