Stereospecific Total Synthesis of the Potent Synthetic Pyrethroid NRDC 182

Journal of Organic Chemistry

Volumn 45, Issue 16, 1980, Pages 3281-3285

  Hatch, Charles E ^a   Baum, Jonathan S ^a   Takashima, Toshiyuki ^b   Hondo, Kiyosi ^b  

^a FMC CORPORATION   (United States)

^b SAGAMI CHEMICAL RESEARCH CENTER   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

3 (2,2 DICHLOROVINYL) 2,2 DIMETHYLCYCLOPROPANE CARBOXYLIC ACID DERIVATIVE; DRUG ANALYSIS; DRUG IDENTIFICATION; DRUG STRUCTURE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROMETRY; MASS SPECTROMETRY; NUCLEAR MAGNETIC RESONANCE; THEORETICAL STUDY;

EID: 0019133188     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo01304a028     Document Type: Article

References (11)

1. Presented in part at the 177th National Meeting of the American Chemical Society, Honolulu, Hawaii, Apr 1979, No. PEST 103 (C. Hatch)
2. For a communication on earlier related work see: K. Hondo, T. Takashima, and D. Tunemoto, Chem, Lett., 1185 (1979).
3. M. Elliott, A. Farnham, N. Janes, R. Needham, D. Pulman, and J. Stevenson, Nature (London), 246, 169 (1973).
4. M. Elliott, A. Farnham, N. Janes, R. Needham, and D. Pulman, Nature (London), 248, 710 (1974).
5. For related ring closures, see: G. Gannic, G. Linstrumelle, and S. Julia, Bull. Soc. Chim. Fr., 4413 (1968); S. Danishefsky, R. McKee, and R. K. Singh, J. Am. Chem. Soc., 99, 7711 (1977); D. Tunemoto, T. Takahatake, and K. Kondo, Chem. Lett., 189 (1978).
6. E. Klimora, A. Abramov, N. Antonova, and Y. Arbuzov, Russ. J. Org. Chem. (Engl. Transí.), 5 (8), 1308 (1969).
7. W. Pirkle and M. Hoekstra, J. Org. Chem., 39, 3904 (1974).
8. E. J. Corey and C. U. Kim, J. Am. Chem. Soc., 94, 7586 (1972).
9. M. Regitz, Angew. Chem., Int. Ed. Engl., 6, 733 (1967).
10. Essentially the method of M. Horiba, A. Kobayshi, and A. Murano, Agrie. Biol. Chem., 41, 581 (1977).
11. T. Mukaiyama, M. Asami, J. Hanna, and S. Kobayashi, Chem. Lett., 783 (1977).