A novel synthesis of a highly sterically hindered C2-symmetric chiral pyridine derivative

Heterocycles

Volumn 52, Issue 2, 2000, Pages 661-666

  Kotsuki, Hiyoshizo ^a   Sakai, Hiromitsu ^a   Jun, Jong Gab ^b   Shiro, Motoo ^c  

^a KOCHI UNIVERSITY   (Japan)

^b Hallym University   (South Korea)

^c RIGAKU CORPORATION   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE DERIVATIVE; PYRIDINE DERIVATIVE; TRIFLUOROMETHANESULFONIC ACID;

ARTICLE; CHIRALITY; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 0034143454     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-99-S64     Document Type: Article

References (36)

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22. For some related papers on the synthesis of bornane-fused chiral pyridines, see: G. Chelucci, G. Delogu, S. Gladiali, and F. Soccolini, J. Heterocycl. Chem., 1986, 23, 1395; G. Chelucci, S. Gladiali, and M. Marchetti, J. Heterocycl. Chem., 1988, 25, 1761; S. Gladiali, G. Chelucci, F. Soccolini, and G. Delogu, Appl. Organomet. Chem., 1988, 2, 227; J. Koyama, T. Okatani, T. Ogura, K. Tagahara, and H. Irie, Chem. Pharm. Bull., 1991, 39, 481; C. Chen, K. Tagami, and Y. Kishi, J. Org. Chem., 1995, 60, 5386; B. E. Love and J. Ren, Synth. Commun., 1995, 25, 73; M. Gianini and A. von Zelewsky, Synthesis, 1996, 702.
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27. No significant differences in product yields were observed under air or nitrogen. The same reaction in a sealed tube (170 °C, 134 h) resulted in a significant decrease in the product yield (21%) due to unavoidable decomposition of the product.
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