References
- Recipient of the Research Career and Development Award, 1984-1989 National Institutes of Health (AI-00564)
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- Hudlicky , T. , Luna , H. , Barbieri , G. and Kwart , L. D. 1988 . J. Am. Chem. Soc. , 110 : 4735
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- 1990 . Angew. Chem. , 102 : 99
- Ali , S. M. , Ramesh , K. and Borchardt , R. T. 1990 . Tetrahedron Lett. , 31 : 1509
- Berlanger , P. and Prasit , P. 1988 . Tetrahedron Lett. , 29 : 5521
- Flann , J. C. and Mash , E. A. 1988 . Synth. Comm. , 18 : 391
- Hudlicky , T. and Srnak , T. 1981 . Tetrahedron Lett. , 22 : 3351
- Muzart , J. 1982 . Synthesis , : 60
- Posner , G. H. 1978 . Angew. Chem. , 90 : 527
- 1978 . Angew. Chem. Int. Ed. Engl. , 17 : 487
- Hudlicky , T. , Seoane , G. , Price , J. D. and Gadmasetti , K. G. 1990 . Synlett , : 433
- Hudlicky , T. , Luna , H. , Price , J. D. and Rulin , F. 1989 . Tetrahedron Lett. , 30 : 4053
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- We have experienced difficulty in deprotecting the cyclohexylidine group in 2b (prepared by Borchardt's route) and compounds derived from it using various reported procedures
- Chlorodiol 1a as well as the bromo-derivative are commercially available from Genencor, Int., Rochester, NY and ICI Fine Chemicals, Manchester, UK. It can also be easily prepared according to the procedure found in reference 3 using Gibson's Pp 39D. (For sources of this bacterium, contact Professor David Gibson, Dept. of Microbiology, University of Iowa)
- We have repeated three of the syntheses published. Below is the tabulation of overall yields that were reported versus the yields that we were able to obtain by repetition in the number of repetitions listed. Reference # Reported Yield(%) Repeated Yield(%) #of Trials 3 45 ∼4 10 6 18.5 ∼5 5 7 44.5 ∼6 2 this work 12 12 10
- Beer , D. , Meuwly , R. and Vasella , A. 1982 . Helv. Chim. Acta , 65 : 2570