Pinder 1 Pyrrolidine Alkaloids

Chapter 2 Pyrrolidine, Piperidine, and Pyridine Alkaloids By A. R. Pinder... 

Pinder, a. R., Pyrrole, pyrrolidine, pyridine, piperidine and related alkaloids, in Alkaloids and Sulphur Compounds (P. G. Waterman, ed.), Vol. 8 of Methods in Plant Biochemistry (P. M. Dey and J. B. Harborne, eds.), 241-269, Academic Press, London, 1993. 

N-Subst. pyrrolidines. A 10 M soln. of BH3-dimethyl sulfide in THF added dropwise via syringe to a soln. of startg. succinamic ester in the same solvent under N2, the mixture refluxed 7-9 h, and quenched with methanol and 2 N NaOH N-phenylpyr-rolidine. Y 82%. The method failed for highly hindered amines. F.e. incl. N-subst. piperidines s. M.C. Venuti, O. Ort, Synthesis 1988, 985-8 review of pyrrole, pyrrolidine, piperidine, pyridine and azepine alkaloids (1986-7 literature) s. A.R. Pinder, Nat. Prod. Reports 6, 67-78 (1989). 

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