Optically active trans-4-(tert-butyldimethylsiloxymethyl)-5-(tert- butyldimethylsiloxy)-2-cyclohexenone as a useful chiral building block for preparation of substituted cyclohexane rings: Synthesis and its highly stereoselective reaction with RCu(CN)Li

Tetrahedron Letters

Volumn 41, Issue 15, 2000, Pages 2659-2662

  Hanazawa, Takeshi ^a   Koiwa, Masakazu ^a   Hareau, Georges P J ^a   Sato, Fumie ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Asymmetric synthesis; Copper; Copper compounds; Cyclohexanes; Cyclohexenones

Indexed keywords

2 CYCLOHEXENONE DERIVATIVE; COPPER DERIVATIVE; NICKEL;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; CHIRALITY; CONJUGATION; DIASTEREOISOMER; OPTICAL ROTATION; REACTION ANALYSIS; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034620912     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00239-2     Document Type: Article

References (15)

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5. see also (e) Koiwa, M.; Morizono, D.; Hareau, G.; Sato, F. Tetrahedron Lett. 1999, 40, 4199.
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13. The stereochemistry of 8 (R=Ph) was confirmed by converting to the known 4-hydroxymethyl-5-phenyl-2-cyclohexenone; (Kozmin, S. A.; Rawal, V. H. J. Org. Chem. 1999, 64, 3039).
14. The absolute configuration was determined by NOE.
15. Rosen, T.; Taschner, M. J.; Thomas, J. A.; Heathcock, C. H. J. Org. Chem. 1985, 50, 1190.