Bicyclo[3.3.1]nonanes as synthetic intermediates. XXIII. A breakthrough by lanthanoid mediation in nucleophilic addition of carbanions to the inert 'fork head' carbonyl in bicyclo[3.3.1]nonan-3-ones

Synthetic Communications

Volumn 27, Issue 19, 1997, Pages 3313-3320

  Momose, Takefumi ^a   Takizawa, Shinobu ^a   Kirihara, Masayuki ^a  

^a UNIVERSITY OF TOYAMA   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO[3.3.1]NONANE DERIVATIVE; GRANATANINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; MASS SPECTROMETRY; METHODOLOGY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; REACTION ANALYSIS;

EID: 0030802709     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708005631     Document Type: Article

References (11)

1. The previous paper entitled "A Facile Synthesis of 7-Methylenebicyclo[3.3.1]-nonan-3-one and Its Transformation Leading to the Novel Tricyclic System, Protoadamantane" [Muraoka, O., Wang, Y., Okumura, M., Nishiura, S., Tanabe, G., and Momose, T. Synth. Commun. 1996, 26, 1555] constitutes Part XXII of this series. Part XXI: Momose, T., Toyooka, N., and Jin, M. J. Chem. Soc., Perkin Trans. 1, accepted.
2. Momose, T., Nishio, T., and Kirihara, M. Tetrahedron Lett. 1996, 37, 4987 and references cited therein.
3. Momose, T., Muraoka, O., Atarashi, S., and Horita, T. Chem. Pharm. Bull. 1979, 27, 222.
4. Bicyclo[3.3.1]nonan-3-ones (1) were prepared according to the previous papers; 1a: Momose, T. and Muraoka, O. Chem. Pharm. Bull. 1978, 26, 288; 1b: Momose, T., Toshima, M., Toyooka, N., Hirai Y., and Eugster, C. H. J. Chem. Soc., Perkin Trans. 1, in press.
5. Bicyclo[3.3.1]nonan-3-ones (1) were prepared according to the previous papers; 1a: Momose, T. and Muraoka, O. Chem. Pharm. Bull. 1978, 26, 288; 1b: Momose, T., Toshima, M., Toyooka, N., Hirai Y., and Eugster, C. H. J. Chem. Soc., Perkin Trans. 1, in press.
6. Sakurai, H. Pure Appl. Chem. 1982, 54, 1.
7. Naruta, Y., Ushida, S., and Maruyama, K. Chem. Lett. 1979, 919.
8. Cintas, P. Synlett 1995 1087.
9. Imamoto, T. Pure Appl. Chem. 1990, 62, 747.
10. Girard, P., Namy, J. L., and Kagan, H. B. J. Am. Chem. Soc. 1980, 102, 2693.
11. Reviews on HSAB theory: Pearson, R. G., J. Chem. Educ. 1968, 45, 58.