抄録
An approach to cyclic nitrones from N-hydroxylactam derivatives is documented. The nucleophilic addition of an organolithium reagent to an N-OSEM [SEM=2-(trimethylsilyl)ethoxymethyl] lactam forms a five-membered chelated intermediate, which undergoes both elimination and deprotection to give a fully substituted nitrone in a one-pot process. When combined with the N-oxidation of easily available chiral lactams, this method becomes especially useful for the quick synthesis of chiral nitrones in enantio-pure form, enabling the concise total synthesis of cylindricine C.
本文言語 | English |
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ページ(範囲) | 4381-4385 |
ページ数 | 5 |
ジャーナル | Angewandte Chemie - International Edition |
巻 | 58 |
号 | 13 |
DOI | |
出版ステータス | Published - 2019 3 22 |
ASJC Scopus subject areas
- Catalysis
- Chemistry(all)