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ChemInform Abstract: Mechanistic and Synthetic Aspects of Stereoselective Reactions of Lithium Derivatives of Chiral Phosphine Oxides: X-Ray Crystal Structure of (1R,2S,1′S,2′R)-1- (1′-Diphenylphosphinoyl-2′-phenylpropyl) -2-phenylsulfanylcyclohexan-1-ol.

✍ Scribed by C. GUEGUEN; P. O'BRIEN; H. R. POWELL; P. R. RAITHBY; S. WARREN

Publisher: John Wiley and Sons
Year: 2010
Weight: 35 KB
Volume: 30
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.199908181

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✦ Synopsis

Mechanistic and Synthetic Aspects of Stereoselective Reactions of Lithium Derivatives of Chiral Phosphine Oxides: X-Ray Crystal Structure of (1R*,2S*,1'S*,2'R*)-1-(1'-Diphenylphosphinoyl-2'phenylpropyl) -2-phenylsulfanylcyclohexan-1-ol.

-Ongoing interest in the chemistry of the diphenylphosphinoyl group leads to the investigations of the title synthetic aspects. It is noteworthy that the reaction of (Ia) with benzaldehyde is completely non-selective. The usefulness of such a reaction is shown by the transformation to the alkene (XIII) with 1,4-disposed stereocenters. The relative stereochemistry of (XI) is determined by X-ray analysis. Mechanistical aspects are discussed in detail. - (GUEGUEN, C.; O'BRIEN,

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ChemInform Abstract: Mechanistic and Synthetic Aspects of Stereoselective Reactions of Lithium Derivatives of Chiral Phosphine Oxides: X-Ray Crystal Structure of (1R*,2S*,1′S*,2′R*)-1- (1′-Diphenylphosphinoyl-2′-phenylpropyl) -2-phenylsulfanylcyclohexan-1-ol.

✦ Synopsis

ChemInform Abstract: Mechanistic and Synthetic Aspects of Stereoselective Reactions of Lithium Derivatives of Chiral Phosphine Oxides: X-Ray Crystal Structure of (1R,2S,1′S,2′R)-1- (1′-Diphenylphosphinoyl-2′-phenylpropyl) -2-phenylsulfanylcyclohexan-1-ol.