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N-Hydroxypyridine-2-thione carbamates as aminyl and aminium radical precursors. Cyclizations for synthesis of the pyrrolidine nucleus

✍ Scribed by Newcomb, Martin; Deeb, Thomas M.

Book ID: 127324640
Publisher: American Chemical Society
Year: 1987
Tongue: English
Weight: 358 KB
Volume: 109
Category: Article
ISSN: 0002-7863
DOI: 10.1021/ja00244a060

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Dialkylaminium cation radicals pmduced from the title precursors add to ethyl vinyl ether to give &amino ethers in good yields. When an ally1 group is present on nitrogen, a cyclization reaction follows the addition, and pyrrolidines ate formed. Simple cyclic enol ethers also can be employed.