Chiral bidentate lithium amides having a chiral amide nitrogen for enantioselective deprotonation of 4-tert-butylcyclohexanone

Heterocycles

Volumn 46, Issue 1, 1997, Pages 53-56

  Chatani, Haruko ^a   Nakajima, Makoto ^a   Kawasaki, Hisashi ^a   Koga, Kenji ^a  

^a UNIVERSITY OF TOKYO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001829179     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-s21     Document Type: Article

References (27)

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20. 3), as a colorless oil of bp 180°C (bath temperature) (1 mmHg).
21. 3). By using dibenzoyl-D-tartaric acid, (S)-7 was obtained by the same procedure.
22. H. Yasuo, M. Suzuki, and N. Yoneda, Chem. Pharm. Bull., 1979, 27, 1931.
23. All new compounds gave satisfactory spectral and microanalytical data.
24. 14
25. 15
26. K. Aoki, M. Nakajima, K. Tomioka, and K. Koga, Chem. Pharm. Bull., 1993, 41, 994.
27. (R)-5a and (R)-5b are inferior as chiral bases, because chemical yields and ee′s of (R)-3 are lower than those obtained by using (R)-2a and (R)-2b. One of the possible reasons would be due to the less bulky alkyl substituent on amide nitrogen. Details are under investigation.