Total synthesis of buergerinin F via effective construction of the asymmetric quaternary carbons using an enantioselective aldol reaction

Chemical Communications

Volumn , Issue 32, 2005, Pages 4062-4064

  Shiina, Isamu ^a   Kawakita, Yo Ichi ^a   Ibuka, Ryoutarou ^a   Yokoyama, Kazutoshi ^a   Yamai, Yu Suke ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; CARBON; CROTONALDEHYDE;

ALDOL REACTION; ANALYTIC METHOD; ARTICLE; ENANTIOSELECTIVITY; MOLECULAR INTERACTION; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 23944481591     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/b507401k     Document Type: Article

References (16)

1. S. Lin, S. Jiang, Y. Li, J. Zeng and D. Zhu, Tetrahedron Lett., 2000, 41, 1069-1071.
2. J.-S. Han and T. L. Lowary, J. Org. Chem., 2003, 68, 4116-4119.
3. I. Shiina, Y. Kawakita and R. Ibuka, Asymmetric Total Synthesis of Buergerinin F, Abstracts of Papers, 83rd National Meeting of the Chemical Society of Japan, Tokyo, 2003, vol. 2, 2C401.
4. (a) T. Mukaiyama and S. Kobayashi, in Stereocontrolled Organic Synthesis, ed. B. M. Trost, Blackwell Scientific Publications, Oxford, 1994, pp. 37-65.
5. (b) I. Shiina, in Modern Aldol Reactions, ed. R. Mahrwald, Wiley-VCH, Weinheim, 2004, vol. 2, pp. 105-165.
6. (c) S. Kobayashi, H. Uchiro, Y. Fujishita, I. Shiina and T. Mukaiyama, J. Am. Chem. Soc., 1991, 113, 4247-4252.
7. (d) S. Kobayashi, H. Uchiro, I. Shiina and T. Mukaiyama, Tetrahedron, 1993, 49, 1761-1772.
8. (e) T. Mukaiyama, I. Shiina, H. Uchiro and S. Kobayashi, Bull Chem. Soc. Jpn., 1994, 67, 1708-1716.
9. (a) T. Mukaiyama, I. Shiina, J. Izumi and S. Kobayashi, Heterocycles, 1993, 35, 719-724.
10. (b) I. Shiina and R. Ibuka, Tetrahedron Lett., 2001, 42, 6303-6306.
11. (c) I. Shiina, H. Oshiumi, M. Hashizume, Y. Yamai and R. Ibuka, Tetrahedron Lett., 2004, 45, 543-547.
12. 6 The geometry of the major isomer was determined by NOE experiment.
13. (a) I. Ohtani, T. Kusumi, Y. Kashman and H. Kakisawa, J. Am. Chem. Soc., 1991, 113, 4092-4096.
14. (b) T. Kusumi, J. Synth. Org. Chem. Jpn., 1993, 51, 462-470.
15. T. Mukaiyama, J. Matsuo, D. Iida and H. Kitagawa, Chem. Lett., 2001, 846-847.
16. 2].