A Facile Preparation of Geometrically Pure Alkenyl, Alkynyl, and Aryl Conjugated Z-Alkenes: Stereospecific Synthesis of Bombykol

Author:

Uenishi Jun'ichi,Kawahama Reiko,Izaki Yoshiyuki,Yonemitsu Osamu

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference18 articles.

1. The Chemistry of Dienes and Polyenes; Rappoport, Z. Ed.; Wiley; Omura, S.; Tanaka, Y.; Kanaya, I.; Shinose, M.; Takahashi, Y. J. Anitbiot. 1990, 43, 1034; Serhan, C. N.; Hamberg, M.; Samuelsson, B. Biochem. Biophys. Res. Commun. 1984, 118, 943; Kim, Y. J.; Furihata, K.; Yamanaka, S.; Fudo, R.; Seto, H. J. Anitbiot. 1991, 44, 553; Schummer, D.; Irschik, H.; Reichenbach, H.; Hofle, G. Liebigs Ann. Chem. 1994, 283; Danishefsky, S. J.; Shair, M. D. J. Org. Chem. 1996, 61, 16; Grissom, J. W.; Gunawardena, G. U.; Klingberg, D.; Huang, D. Tetrahedron 1996, 52, 6453; Wang, K. K. Chem. Rev. 1996, 96, 207; Maier, M. E. Synlett. 1995, 13.

2. Siegel, S. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: New York, 1991, Vol. 8, pp. 417; Hudlicky, M. Reduction in Organic Chemistry; Wiley; New York, 1984; Rylander, P. N., Hydrogenation Methods; Academic Press: Orlando, 1985.

3. For example, Adams, J.; Fitzsimmons, B. J.; Girard, Y.; Leblanc, Y.; Evans, J. F.; Rokach, J. J. Am. Chem. Soc. 1985, 107, 464; Bestmann, H. J.; Süß, J., Vostrowsky, O. Liebigs Ann. Chem. 1981, 2117.

4. The endiandric acid cascade. Electrocyclizations in organic synthesis. I. Stepwise, stereocontrolled total synthesis of endiandric acids A and B

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