Journal of Organic Chemistry p. 6083 - 6089 (1993)
Update date:2022-08-06
Topics:
Keck, Gary E.
Romer, Duane R.
A synthetic approach to the synthesis of highly oxygenated indolizidine alkaloids is described.A key feature of the approach is intramolecular <4 + 2> cycloaddition between an acylnitroso dienophile and a tethered diene moiety, followed by ring contraction of the 1,2-oxazine so formed to a pyrrolidine.The requisite intermediates were prepared in optically pure form from L-glutamic acid.
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