Convenient Approach to 2-Substituted (Thio)morpholin-3-ones from α-Diazoacetates via X-H Carbene Insertion – Lactamization Sequence

Research output: Contribution to journal › Article › peer-review

Laboratory of Chemical Pharmacology

DOI

https://doi.org/10.1002/ejoc.201901238
Final published version

Stepwise coupling of N-Boc-protected beta-aminoethanols or beta-mercaptoethylamines with various alpha-diazoacetates provides a new, unified approach to constructing (thio)morpholin-3-ones. The process involves a Rh-2(esp)(2)-catalyzed X-H insertion reaction, Boc group removal and ambient-temperature lactamization and is conveniently conducted in one-pot format.

Original language	English
Pages (from-to)	7432-7438
Number of pages	7
Journal	European Journal of Organic Chemistry
Volume	2019
Issue number	45
Early online date	11 Oct 2019
DOIs	https://doi.org/10.1002/ejoc.201901238
State	Published - 8 Dec 2019

Scopus subject areas

Physical and Theoretical Chemistry
Organic Chemistry

Research areas

Diazo compounds, Diazo transfer, Homogeneous catalysis, Insertion, Lactamization, O-H, N-H, CYSTEINE, ACCESS

ID: 49497474