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2005
Fused pyridine derivatives
R 0450
An Efficient Sequential Reaction Process to Polysubstituted Indolizidines and
and Its Application to the Total Synthesis of Indolizidine 223A. —
27- 144 Quinolizidines
The reaction is investigated for the variety of iodides with several δ-chloropropylamines in the presence of potassium caronate in MeCN to give indolizidines (III),
quinolizidines (V), or piperidinoazepine (VII). In the reaction of (VIII) with (II) only
the direct Michael addition product is obtained instead of the desired (IX). A number
of chiral chloropropylamines is successfully used in the reaction. The method is additionally applied to the synthesis of indolizidine 223A (XXI). — (ZHU, W.; DONG,
D.; PU, X.; MA*, D.; Org. Lett. 7 (2005) 4, 705-708; State Key Lab. Bioorg. Nat.
Prod. Chem., Shanghai Inst. Org. Chem., Acad. Sin., Shanghai 200032, Peop. Rep.
China; Eng.) — Steudel
2005
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