A short efficient preparation of (+) and (-)-trans-2-phenylcyclohexanol

Tetrahedron Asymmetry

Volumn 7, Issue 11, 1996, Pages 3107-3108

  Carpenter, Bryon E ^a   Hunt, Ian R ^a   Keay, Brian A ^a  

^a UNIVERSITY OF CALGARY   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

2 PHENYLCYCLOHEXANOL; CYCLOHEXANOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; ENANTIOMER; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0030575823     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/0957-4166(96)00409-0     Document Type: Article

References (18)

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12. 9. Schwartz, A.; Madan, P.; Whitesell, J.K.; Lawerence, R.M. Org. Synth. 1990, 69, 1.
13. 10. Takahashi, M.; Ogasawara K. Tetrahedron: Asymm. 1995, 6, 1617.
14. 11. Lipase PS30 on Celite from Amano Enzyme USA Co. Ltd., Lombard, Illinois.
15. 12. Chiral HPLC was performed on a 25cm Chiralcel® OJ column, 98:2 hexane : isopropyl alcohol, 0.8 mL/min., retention times /min. acetate (2) 7.1, (+)-(1) 17.7, (-)-(1) 18.8, λ = 254 nm. E.e. was determined by chiral HPLC.
16. 13. To date we have not attempted this reaction on more than 10g of (±)-(1).
17. 9
18. 15. A solvent gradient was used, starting with hexanes, then 20:1 to 5:1 hexanes : ethyl acetate until the alcohol eluted.