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  • Gold catalysis in organic synthesis: efficient cycloisomerization of alpha-aminoallenes to 3-pyrrolines.

Gold catalysis in organic synthesis: efficient cycloisomerization of alpha-aminoallenes to 3-pyrrolines.

Organic letters (2004-10-22)
Nobuyoshi Morita, Norbert Krause
ABSTRACT

[reaction: see text] The gold(III) chloride-catalyzed cycloisomerization of various alpha-aminoallenes gave the corresponding 3-pyrrolines in good to high chemical yields. An interesting dependence of the chirality transfer and reactivity on the N-protecting group was observed. The 3-pyrrolines are highly useful intermediates for the synthesis of functionalized pyrrolines, pyrrolidines, and other natural products.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
3-Pyrroline, 95%