Catalyst control in a chiral borane-mediated aldol reaction. Both syn- and anti-aldols in almost optically pure state obtained from one racemic aldehyde

Tetrahedron Letters

Volumn 37, Issue 15, 1996, Pages 2597-2600

  Kiyooka, Syun Ichi ^a   Kira, Haruhide ^a   Abu Hena, Mostofa ^a  

^a KOCHI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

HYDROXYACID;

ARTICLE; CATALYSIS; CHIRALITY; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS;

EID: 0029979201     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)00379-6     Document Type: Article

References (27)

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27. Hydrogenation of 7 with Pd-C gave γ-lactone 11 in 90% yield. A NOESY experiment of 11 derived from one of the diastereomers showed that the stereochemistry was (3S,4S)-configuration which corresponds to that of (3S,4S)-7 (syn-aldol). (matrix presented)