Preparation and hydrolysis of some 4-substituted bicyclo[3.1.0]hex-2-ene-6- carbaldehydes: Synthesis of the prostaglandin A2 analogue possessing a butyl group in place of the octenol side chain

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue , 1980, Pages 2088-2092

  Chapleo, Christopher B ^a   Roberts, Stanley M ^a   Newton, Roger F ^b  

^a UNIVERSITY OF SALFORD   (United Kingdom)

^b GLAXOSMITHKLINE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049103586     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19800002088     Document Type: Article

References (11)

1. M. Rey and A. S. Dreiding, Helv. Chim. Acta., 1974, 57, 734.
2. G. W. Klumpp, J. W. F. K. Barnick, A. H. Veefkind, and F. Bickelhaupt, Rec. Trav. chim., 1969, 88, 766
3. M. Rey and A. S. Dreiding, Helv. Chim. Acta., 1965, 48, 1985.
4. M. Rey and A. S. Dreiding, personal communications.
5. C. B. Chapleo, M. A. W. Finch, T. V. Lee, S. M. Roberts, and R. F. Newton, J.C.S. Chem. Comm., 1979, 676.
6. Through ring-contraction of the corresponding chloroalkoxide. Cf. P. R. Brook, A. J. Duke, J. G. Griffiths, S. M. Roberts, M. Rey, and A. S. Dreiding, Helv. Chim. Acta, 1977, 60, 1528
7. J. M. Conia and J. R. Salaun, Accounts Chem. Res., 1972, 5, 33
8. J. C. Gilbert and K. R. Smith, J. Org. Chem., 1976, 41, 3883
9. Cf. A. Padwa and W. Keohn, J. Org. Chem., 1973, 38, 4007.
10. Preliminary communication, C. B. Chapleo, S. M. Roberts, and R. F. Newton, J.C.S. Chem. Comm., 1979, 680.
11. S. M. Ali, M. A. W. Finch, S. M. Roberts, and R. F. Newton, J.C.S. Chem. Comm., 1979, 679.