Regioselective Photochemical Rearrangement of N ‐Mesyloxylactams

作者：Simon Pichette, Samuel Aubert‐Nicol, Jean Lessard, Claude Spino · 发表于：European Journal of Organic Chemistry · 年份：2012 · DOI：10.1002/ejoc.201101222 · 被引用次数：16 · 研究领域：Oxidative Organic Chemistry Reactions、Synthesis and Catalytic Reactions、Synthetic Organic Chemistry Methods

Abstract N ‐Mesyloxylactams can undergo ring contraction either by C‐3 (usually observed) or C‐5 migration. C‐5 migration can occur when the C‐3 migration product possesses ring strain, but it does not usually compete with C‐3 migration. The greater preference for C‐3 migration is due to the carbonyl oxygen atom, which greatly stabilizes the intermediate.