Diels-Alder reactions of N-alkenyl-iminium salts: A novel route to indolizidine derivatives

Article abstract of DOI:10.1080/00397919308009776

The Diels-Alder reaction of N-alkenyl-2-ethoxyiminium salts and simple alkenes gave Diels-Alder cycloadducts upon heating in nitromethane. Reduction of the intractable cycloadducts with hydride resulted in poor to moderate yields of indolizidine alkaloids.

Full text of DOI:10.1080/00397919308009776

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Synthetic Communications: An
International Journal for Rapid
Communication of Synthetic
Organic Chemistry
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Diels-Alder Reactions of N-
Alkenyl-Iminium Salts: A
Novel Route to Indolizidine
Derivatives
Jennline Sheu a , Michael B. Smith a & Kiyoshi
Matsumoto a
a Department of Chemistry , University of
Connecticut , Storrs, Connecticut, 06269-3060Rm
151, 215 Glenbrook Rd.
Published online: 23 Sep 2006.
To cite this article: Jennline Sheu , Michael B. Smith & Kiyoshi Matsumoto
(1993) Diels-Alder Reactions of N-Alkenyl-Iminium Salts: A Novel Route to
Indolizidine Derivatives, Synthetic Communications: An International Journal
for Rapid Communication of Synthetic Organic Chemistry, 23:2, 253-262, DOI:
10.1080/00397919308009776
To link to this article: http://dx.doi.org/10.1080/00397919308009776
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