Catalytic, asymmetric cyanohydrin synthesis mediated by lanthanide(III) chloride pybox complexes

Tetrahedron Letters

Volumn 40, Issue 9, 1999, Pages 1763-1766

  Aspinall, Helen C ^a   Greeves, Nicholas ^a   Smith, Peter M ^a  

^a UNIVERSITY OF LIVERPOOL   (United Kingdom)

Author keywords

Asymmetric synthesis; Catalysis; Cyanohydrins; Lanthanides

Indexed keywords

CHLORINE DERIVATIVE; CYANIDE; LANTHANIDE; TRIMETHYLSILYL DERIVATIVE;

ARTICLE; CATALYSIS; COMPLEX FORMATION; ENANTIOMER; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0033605355     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)02685-9     Document Type: Article

References (21)

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19. 3. Benzaldehyde (10 equiv) and TMSCN (12 equiv) were added at 0 °C, and after allowing the reaction mixture to warm to room temperature, stirring was continued for 16h, after which TLC showed the reaction to have gone to completion.
20. 4) and concentrated under reduced pressure to give the cyanohydrin (166 mg, 61 %). This was converted to the tert-butyldimethylsilylether [21] and HPLC analysis (Chiracel OD) showed an 89% ee.
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