Highly stereocontrolled access to a tetrahydroxy long chain base using anti-selective additions
1999; Royal Society of Chemistry; Issue: 12 Linguagem: Inglês
10.1039/a902386k
ISSN1364-548X
AutoresMakoto Shimizu, Manabu Kawamoto, Yasuki Niwa,
Tópico(s)Carbohydrate Chemistry and Synthesis
ResumoComplete diastereostereoselection was attained for the addition of acetylide and benzyloxymethyl anions to a chiral aldehyde and an imine derived from meso-tartaric acid, leading to a facile synthesis of (2S,3S,4R,5R,6Z)-2-amino-1,3,4,5-tetrahydroxyoctadecene as its pentaacetyl derivative in enantiomerically pure form.
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