
Tetrahedron p. 2977 - 2992 (1992)
Update date:2022-08-03
Topics:
Keusenkothen
Smith
This work describes the use of ethyl (5S)-carboethoxy-2-pyrrolidinone (ethyl pyroglutamate) as a chiral starting material for use in radical cyclization reactions. Pyroglutamate is converted to a 5-iodomethyl-N-allylic-2-pyrrolidinone that undergoes radical cyclization under mild conditions. The products are 6-substituted pyrrolizidinone derivatives, produced with high diastereoselectivity.
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(1934)