Enantioselective synthesis of 24,25-dihydroxy vitamin D3 northern portion from (S)-3-hydroxy-2,2-dimethylcyclohexane-1-one. Remote asymmetric induction in an acid-catalysed conjugate addition

Tetrahedron Letters

Volumn 39, Issue 8, 1998, Pages 885-888

  Stepanenko, Wiaczeslaw ^a   Wicha, Jerzy ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

24,25 DIHYDROXYCOLECALCIFEROL; 3 HYDROXY 2,2 DIMETHYLCYCLOHEXANE 1 ONE; KETOL; UNCLASSIFIED DRUG; VITAMIN D;

ARTICLE; CHROMATOGRAPHY; CONJUGATE; CONTROLLED STUDY; CRYSTALLIZATION; DRUG SYNTHESIS; ENANTIOMER; NONHUMAN; OXIDATION;

EID: 0032546136     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10647-5     Document Type: Article

References (26)

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24. 14. A Chiracel ® OD-H analytical column, 0,46(1.D.)x25 cm with a precolumn 0.46x5 cm of Daicel Chemical Industries, Tokyo, Japan, was used.
25. 15. X-ray measurements were performed in our Institute by Dr A. Kemme of the Latvian Institute of Organic Chemistry, Riga, Latvia. The details of the measurements will be presented in full paper.
26. 16 A side product was isolated (16% yield) to which structure of 3-(5-Hydroxy-1-methoxymethyl-4-isopropoxy-5-methyl-hexyl)-6-hydroxy-3a-methyl-7-(phenylthio)-2,3,3a,4,5,6-hexahydro-1H-indene, was assigned.