33023-02-8Relevant articles and documents
Total Sythesis of Elaeokanine A
Schmitthenner, Hans F.,Weinreb, Steven M.
, p. 3372 - 3373 (1980)
A new general approach to synthesis of Elaeocarpus alkaloids is described which utilizes the intramolecular imino Diels-Alder reaction as the key ring-forming step.The methodology has been applied to total synthesis of the alkaloid Elaeokanine A.
A Practical Preparation of the Indolizidine Nucleus: Synthesis of (+/-)-Elaeokanine A
Taber, Douglass F.,Hoerrner, R. Scott,Hagen, Michael D.
, p. 1287 - 1289 (2007/10/02)
Reduction of 3 followed by acid-catalyzed cyclization provides α,β-unsaturated ester 5.As 3 can be prepared in two steps from succinimide, acrolein, and trimethyl phosphonoacetate, this is a practical method for the assembly of the indolizidine nucleus.The structure of 5 was secured by conversion to elaeokanine A, 7.
Iminium Ion and Acyliminium Ion Initiated Cyclizations of Vinylsilanes. Regiocontrolled Construction of Unsaturated Azacyclics
Overman, Larry E.,Malone, Thomas C.,Meier, G. Patrick
, p. 6993 - 6994 (2007/10/02)
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