Stereoselective synthesis of 2-dienyl-substituted pyrrolidines using an eta4-dienetricarbonyliron complex as the stereodirecting element: Elaboration to the pyrrolizidine skeleton.
Primary amines react with keto-aldehyde functionality located in the side-chain of an eta4-dienetricarbonyliron complex to provide the corresponding pyrrolidines in excellent diastereoselectivity. Two of the pyrrolidine products, 1i and 1k, have been elaborated into pyrrolizidines using a 1,5-C-H insertion and radical cyclization strategy, respectively.
Williams
Iwan
I
School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, UK.
Kariuki
Benson M
BM
Reeves
Keith
K
Cox
Liam R
LR
D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D011763:Pyrrolizidine Alkaloids / Q000737:chemistry*; D013237:Stereoisomerism
D011759:Pyrrolidines; D011763:Pyrrolizidine Alkaloids