Asymmetric desymmetrization of meso-1,2-diols by phosphinite derivatives of cinchona alkaloids

Angewandte Chemie - International Edition

Volumn 42, Issue 29, 2003, Pages 3383-3385

  Mizuta, Shinya ^a   Sadamori, Mikito ^a   Fujimoto, Tetsuya ^a   Yamamoto, Iwao ^a  

^a SHINSHU UNIVERSITY   (Japan)

Author keywords

Alkaloids; Asymmetric catalysis; Desymmetrization; Diols; Phosphorus

Indexed keywords

ALCOHOLS; BENZENE; DERIVATIVES;

ENANTIOSELECTIVITY;

CATALYSTS;

1,2 DIOL DERIVATIVE; ALCOHOL DERIVATIVE; CINCHONA ALKALOID; CINCHONINE; PHOSPHINE DERIVATIVE; PHOSPHORUS; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL MODIFICATION; DESYMMETRIZATION; ENANTIOSELECTIVITY; MONOBENZOYLATION;

EID: 0042029706     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200250719     Document Type: Article

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25. 31P NMR spectrum in which the peaks of the phosphinite and the phosphinate derivatives appear at δ = 115.4 and δ = 33.1 ppm, respectively.
26. When less than 30 mol % of the catalyst was used, the yields and enantioselectivities of the monoacylated products decreased except for the reaction of meso-hydrobenzoin (90% yield, 92 % ee with 10 mol % catalyst).