Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 17, 1987 - Issue 1
36
Views
11
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of Methyl 1R-Cis-2,2-dimethyl-3-(2-oxopropyl) Cyclopropanecarboxylate, an Intermediate for Synthetic Pyrethroids

, , &
Pages 25-32 | Published online: 05 Dec 2006

References

  • Mitra , R. B. , Kulkarni , G. H. , Gore , K. G. , Khanra , A. S. , Muljiani , Z. , Choudhary , P. N. , Bhawal , B. M. and Joshi , G. D. Brit, U. K. Patent Appl. 2,034,301 . 1980 . Indian Appl. 761/DEL/78, C. A. 1981 94, 65195
  • Muljiani , Z. , Deshmukh , A. R. A. S. and Joshi , V. S. 1984 . Synth. Commun. , 14 : 1239
  • Mitra , R. B. , Muljiani , Z. , Deshmukh , A. R. A. S. , Joshi , V. S. and Gadre , S. R. 1984 . Synth. Commun. , 14 : 101
  • Mitra , R. B. and Khanra , A. S. 1977 . Synth. Commun. , 7 : 245
  • Arlt , D. , Jautelat , M. and Lantzsch , R. 1981 . Angew. Chem. Int. Ed. Engl. , 20 : 703
  • Mitra , R. B. , Khanra , A. S. and Deshmukh , A. R. A. S. 1981 . Indian J. Chem. , 20B : 436
  • Mitra , R. B. , Kulkarni , G. H. , Gore , K. G. , Muljiani , Z. , Khanna , P. N. , Joshi , G. D. and Bhawal , B. M. Indian Patent 153, 336 . 1979 .
  • Gupta , D. , Soman , R. and Dev , Sukh . Indian Patent Appl. 246/BOM/82 .
  • Matsui , M. , Yoshioka , H. , Yamada , Y. , Sakamoto , H. and Kitahara , T. 1965 . Agric. Biol. Chem. , 29 : 784
  • Roman , S. A. U. S. 4,132,717 . 1979 . CA 1979, 90: 204306x
  • Tessier , J. 1984 . Chem. and Ind. , : 199
  • Khanra , A. S. , Chakravarti , K. K. and Mitra , R. B. 1975 . Indian J. Chem. , 1 : 314
  • Omura , K. and Swern , D. 1978 . Tetrahedron , 34 : 1651
  • Deshmukh , A. R. A. S. 1984 . Ph. D. thesis Poona University . At the time of this work, no practical method was available for this oxidation. The use of Cr(VI) reagents and potassium permanganate lead to large quantities of ring cleavage products. Our efforts at using pyridinium chromate, aq. N-bromosuccinamide, dimethylsulfoxide and acetic anhydride, and aluminium isopropoxide also ended in failure. Success was finally achieved with the Swern reagent mentioned. Later this oxidation procedure appeared in literature15. We had found the method also applicable for the oxidation of cis-pinane diol to the corresponding ketol
  • Saton , T. , Okuda , T. , Kanoko , Y. and Yamakawa , K. 1984 . Chem. Pharm. Bull. Tokyo , 32 : 1401
  • Simonsen , J. L. and Rau , M. G. 1923 . J. Chem. Soc. , 123 : 549

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.