ChemInform Abstract: Cyclopropyl Building Blocks for Organic Synthesis. Part 42. An Unprecedented Mode of Ring Opening of Methylenecyclopropane Moieties — Reactions of Methylenecyclopropanecopper Reagents with an Electrophilic Glycine Equivalent.

✍ Scribed by S. I. KOZHUSHKOV; M. BRANDL; D. S. YUFIT; R. MACHINEK; A. DE MEIJERE

• Publisher: John Wiley and Sons
• Year: 2010
• Weight: 37 KB
• Volume: 29
• Category: Article
• ISSN: 0931-7597
• DOI: 10.1002/chin.199807158

✦ Synopsis

Cyclopropyl Building Blocks for Organic Synthesis. Part 42. An Unprecedented Mode of Ring Opening of Methylenecyclopropane Moieties -Reactions of Methylenecyclopropanecopper Reagents with an Electrophilic Glycine Equivalent.

-The reaction of organo-Cu derivatives of the methylenecyclopropanes (I) and (IV) with the electrophilic glycine derivative (II) provides a synthetic access to the novel methylenetetrahydropyridines (III) and (VI), respectively. The compound (VI) dimerizes on standing in CDCl 3 to give 2 rotamers of (IX). -(KOZHUSHKOV, S. I.;