Model study for the construction of C ring of pimara type diterpenes

Heterocycles

Volumn 45, Issue 5, 1997, Pages 963-967

  Fukumoto, Takashi ^a   Oguchi, Minoru ^a   Kashibuchi, Yoshinobu ^a   Kato, Tadahiro ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 18744380129     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-7773     Document Type: Article

References (8)

1. This constitutes Part 55 of the scries, Cyclization of Polyenes. For Part 54, Scientia Iranica, in press. For Part 53, see Heterocycles, 1996, 43, 601.
2. For an example, kirenol belongs to this class; T. Murakami, T. Isa, and T. Satake Tetrahedron Lett., 1973, 4991.
3. The synthesis of 7 and 8 will be reported elsewhere. In the cyclization of 7 to 8, non-cyclized product possessing 3-enyl-1,2-diol moiety derived from opening of the epoxide ring was isolated in addition to the cyclization product (8).
4. J. M. Klunder, S. Y. Ko, and K. B. Sharpless, J. Org. Chem., 1986, 51, 5974 and the related references cited therein.
5. Recently, Jung et al reported the similar allyl silane cyclization; M. E. Jung, Y. M. Cho, and Y. H. Jung, Tetrahedron Lett., 1996, 37, 3.
6. M. Bulliard, G. Balme, and J. Gore, Tetrahedron Lett., 1989, 30, 5767.
7. J. G. Smith, S. E. Drozda, S. P. Petraglia, N. R. Quinn, E. M. Rice, B. S. Taylor, and M. Viswanathan, J. Org. Chem., 1984, 49, 4112.
8. D. J. Morgans, Jr. and K. B. Sharpless, J. Am. Chem. Soc., 1981, 103, 462.