2-Nitro-cyclopropyl-1-carbonyl Compounds from Unsaturated Carbonyl Compounds and Nitromethane via Enolonium Species

Asit Ghosh, Yuriy B. Lipisa, Natalia Fridman, Alex M. Szpilman

Research output: Contribution to journalArticlepeer-review

2 Scopus citations

Abstract

2-Nitrocyclopropanes bearing ketones, amides, esters, and carboxylic acids in the 1 position may be accessed as single diastereoisomers in one operation from the corresponding unsaturated carbonyl compounds. The source of the nitro-methylene component is nitromethane. The reaction proceeds at room temperature under mild conditions. The products may be converted into, e.g., cyclopropyl-amino acids in a single step. Both nitrocyclopropanes and amino-cyclopropanes are unique moieties found in biologically active compounds and natural products.

Original languageEnglish
Pages (from-to)1977-1987
Number of pages11
JournalJournal of Organic Chemistry
Volume88
Issue number4
DOIs
StatePublished - 17 Feb 2023

Fingerprint

Dive into the research topics of '2-Nitro-cyclopropyl-1-carbonyl Compounds from Unsaturated Carbonyl Compounds and Nitromethane via Enolonium Species'. Together they form a unique fingerprint.

Cite this