Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 18, 1988 - Issue 11
112
Views
7
CrossRef citations to date
0
Altmetric
Original Articles

An Improved Synthesis of 4-Cycloheptene-1-Carboxylic Acid

&
Pages 1193-1199 | Published online: 06 Dec 2006

References

  • Stork , G. and Landesman , H. K. 1956 . J. Am. Chem. Soc. , 78 : 1529
  • Bishop , M. J. and Fleming , I. 1969 . J. Chem. Soc. C. , : 1712
  • Chuit , C. , Felkin , H. , Ny , G. L. , Lion , C. and Prunier , L. 1972 . tetrahedron , 28 : 4787
  • Murray , D. F. , Baum , M. W. and Jones , M. Jr. 1986 . J. Org. Ghem. , 51 : 1
  • Marschall , H. , Vogel , F. and Weyerstahl , P. 1977 . Liebigs Ann. Chem. , : 1557
  • Autry , R. L. and Tahk , F. C. 1968 . Tetrahedron , 24 : 3337 Autry and Tahk reported difficulty in the quaternization of the 4-methyl analog of 3a; cf
  • Oxidation to the acetate 5a followed the method of Cope,5 but the acetate was saponified to give 5b rather than reduced with LiAlH4
  • Cope , A. C. , Park , C. H. and Scheiner , P. 1962 . J. Am. Chem. Soc. , 84 : 4862
  • Mancuso , A. J. , Huang , S.-L. and Swern , D. J. 1978 . J. Org. Chem. , 43 : 2480 The procedure was modified by the use of the reagents in three-fold excess
  • Danheiser , R. L. , Morin , J. M. Jr. and Solaski , E. J. 1985 . J. Am. Chem. Soc. , 107 : 8066
  • Trost , B. M. and Tamaru , Y. 1977 . Ibid , 99 : 3101
  • Bahurel , Y. , Collonges , F. , Menet , A. , Pautet , F. , Poncet , A. and Descotes , G. 1971 . Bull. Soc. Chim. Fr. , : 2203
  • Wilson , S. R. and Wiesler , D. P. 1980 . Synth. Commun. , 10 : 339
  • The general method of Bastable10 was followed with the exceptions that acid chloride 7a was prepared with oxalyl chloride in benzene (room temperature, 12 h) and azide 7b was decomposed in methanol to give 8 rather than in ethanol
  • Bastable , J. W. , Hobson , J. D. and Riddell , W. D. 1972 . J. Chem. Soc., Perkin Trans. 1 , : 2205
  • Blanchard , E. P. Jr. 1963 . J. Org. Chem. , 28 : 1397

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.