Pheromone synthesis, CLXXVIII: Synthesis of (-)-exo-isobrevicomin and its (-)-endo isomer, the components of the male-produced volatiles of the mountain pine beetle, Dendroctonus ponderosae

Liebigs Annales

Volumn , Issue 2, 1997, Pages 327-332

  Mori, Kenji ^a   Takikana, Hirosato ^a   Nishimura, Yutaka ^a   Horikiri, Hiromasa ^b  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

6,8 Dioxabicyclo 3.2.1 octane; Asymmetric synthesis; Dendroctonus ponderosae; Dihydroxylation; Isobrevicomin, exo and endo ; Lipase; Mountain pine beetle; Natural products; Pheromones

Indexed keywords

EID: 33748844160     PISSN: 09473440     EISSN: None     Source Type: Journal    
DOI: 10.1002/jlac.199719970209     Document Type: Article

References (7)

1. W. Francke, F. Schröder, P. Philipp, H. Meyer, V. Sinnwell, G. Gries, Bioorg. Med Chem. 1996, 4, 363-374.
2. E. LeGoff, J. Org. Chem. 1964, 29, 2048-2050.
3. H. C. Kolb, M. S. Van Nieuwenhze, K. B. Sharpless, Chem. Rev. 1994, 94, 2483-2574.
4. K. B. Sharpless, W. Amberg, Y. Bennani, G. Crispino, J. Hartung, K. Jeong, H. Kwong, K. Morikawa, Z. M. Wang, D. Xu, X. L. Zhang, J. Org. Chem. 1992, 57, 2768-2771.
5. J. Choi, N. M. Yoon, Tetrahedron Lett. 1996, 37, 1057-1060.
6. M.-J. Kim, G.-B. Choi, J.-Y. Kim, H.-J. Kim, Tetrahedron Lett. 1995, 36, 6253-6256.
7. R. Bovara, G. Carrea, L. Ferrara, S. Riva, Tetrahedron: Asymmetry 1991, 2, 931-938.