Asymmetric autocatalysis of a pyrimidyl alkanol induced by chiral monosubstituted [2.2]paracyclophanes

Organic Letters

Volumn 3, Issue 2, 2001, Pages 287-289

  Tanji, Shigehisa ^a   Ohno, Atsushi ^a   Sato, Itaru ^a   Soai, Kenso ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

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EID: 0000246141     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006921w     Document Type: Article

References (34)

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32. (S)- and (R)-4-Carboxy[2.2]paracyclophanes 3a were prepared by optical resolution according to the literature procedure: Cram, D. J.; Allinger, N. L. J. Am. Chem. Soc. 1955, 77, 6289-6294.
33. 7 Enantiomerically enriched 3b was obtained by the resolution of racemate on HPLC using a chiral stationary phase (Chiralcel OD).
34. Racemic 4-methoxycarbonyl[2.2]paracydophane 3c was synthesized by the reaction of MeOH with the acid chloride, which was derived from carboxylic acid 3a. Enantiomerically enriched 3c was obtained by HPLC separation using a chiral stationary phase (Chiralcel OD).