The synthesis of 3,5-disubstituted indolizidines
Date
1996
Authors
Cheesman, Penelope, Sue
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Abstract
Aspects of the literature of the ant venom alkaloid monomorine I and its stereoisomers
were reviewed.
Racemic 5-butyl-2-pyrrolidinone was synthesised in two steps from methyl acrylate and
1-nitropentane, A thionation step yielded 5-butylpyrrolidine-2-thione. The Michael
addition reaction between 5-butylpyrrolidine-2-thione and ethyl crotonate proceeded with
difficulty to form a separable mixture of diastereomers of 5-butyl-l-(2-ethoxycarbonyl-l-methylethyl)
pyrrolidine-2-thione. [Abbreviated Abstract. Open document to view full version]
Description
A dissertation submitted to the Faculty of Science, University of the
Witwatersrand, Johannesburg, in fulfilment of the requirements for the
degree of Master of Science. January 1996.
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Citation
Cheesman, Penelope, Sue (1996) The synthesis of 3,5-disubstituted indolizidines, University of the Witwatersrand, Johannesburg, <http://hdl.handle.net/10539/22411>