𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Synthesis of cyclopropanes via organoiron methodology: stereoselective preparation of cis-2-(2′-carboxycyclopropyl)glycine

✍ Scribed by Nathaniel J Wallock; William A Donaldson

Publisher
Elsevier Science
Year
2002
Tongue
French
Weight
80 KB
Volume
43
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis

A stereoselective route to cis-2-(2%-carboxycyclopropyl)glycine has been developed. exo-Nucleophilic addition to the (bicyclo[5.1.0]octadienyl)iron(1+) cation establishes the relative stereochemistry at the cyclopropane ring and the a-stereocenter. Subsequent removal of the metal and cleavage of the cyclic diene gave the protected target 10, which upon hydrolysis gave 1.

📜 SIMILAR VOLUMES

Synthesis of cyclopropanes via organoiro
Synthesis of cyclopropanes via organoiron methodology: preparation of 2-(2′-carboxy-3′-ethylcyclopropyl)glycine
✍ Kamil Godula; William A Donaldson 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 55 KB

A route to 1,2,3-trisubstituted cyclopropanes has been developed. The relative stereochemistry at the three cyclopropane centers is established by nucleophilic attack on the pentadienyl ligand on the face opposite to iron and subsequent oxidatively induced reductive elimination with retention of con