Tetrahedron

Transannular vs Intramolecular Insertion Reactions of Transition Metal Carbenes: Evaluation of a Transannular Approach to Cyclooctane Ring Synthesis

JD Dudones, P Sampson

Index: Dudones, James D.; Sampson, Paul Tetrahedron, 2000 , vol. 56, # 49 p. 9555 - 9567

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Citation Number: 9

Abstract

The efficacy of closing cyclooctane rings via transannular metal-stabilized carbene insertion reactions within an 11-membered macrocyclic lactone ring was explored. The impact of performing these reactions in a transannular fashion was evaluated via a comparative study of closely analogous intramolecular (but not transannular) processes. Closure of a γ-lactone ring via intramolecular cyclopropanation on a moderately electron-deficient alkene ...