Umpolung in 'Michael' Chemistry

翻译后摘要：烯胺N-氧化物的化学只被调查过两次，因为现代有机合成的曙光。我们将使用这些稀有物种来逆转迈克尔（1，4-加成）反应的经典例子中中间体的极性。这种前所未有的极性变化将允许通过添加两个连续的亲核试剂来快速合成密集官能化的有机中间体。手性片段（包括胺、氨基酸、氨基醇等）天然产物和先进的药物合成中使用。后者是世界精细化工市场增长最快的行业之一（每年约40亿美元）。年增长率约为10%）。

Abstract: The chemistry of enamine N-oxides has only ever been investigated twice since the dawn of modern organic synthesis. We are going to use these rare species to reverse the polarity of the intermediate in a classical example of a Michael (1,4-addition) reaction. This unprecedented change in polarity will allow the rapid synthesis of densely functionalized organic intermediates through the addition of two sequential nucleophiles. Chiral fragments (including amines, aminoacids, aminoalcohols, etc.) of use in natural product and advanced pharmaceutical synthesis will be prepared. The latter sector is one of the fastest growing in the world fine chemical market (~4 billion p.a. with growth of ~10% yr-1).