作者:Robert GAWLEY
DOI:10.1055/s-1976-24200
日期:——
Annelation reactions related to the Robinson reaction are reviewed with an emphasis being placed on the regiochemistry and stereochemistry obtained in the annelation sequence. Annelations employing ring formation by a "3′-oxobutyl" side chain, or its functional equivalent are covered, and examples of experimental procedures have been selected to provide guidelines for application of a given sequence to other molecules. 1. Introduction 2. The Robinson Annelation 3. Regiochemistry of Addition to Unsymmetrical Ketones 3.1. Annelations with Enamines 3.2. Annelations using Activating or Directing Groups 3.3. Annelations using Blocking Groups 4. Stereochemistry 5. Annelations using Stabilized Electrophiles as Michael Acceptors 6. Annelations using Electrophiles with Masked Carbonyl Functions 6.1. The Wichterle Reaction 6.2. The Isoxazole Annelation 7. Annelations Involving Oxidation of Alkenyl Side Chains 8. Bis-Annelations
回顾了与罗宾逊反应相关的退火反应,重点放在退火序列中获得的区域化学和立体化学。涵盖了通过“3'-氧代丁基”侧链或其功能等同物形成环的退火,并且选择了实验程序的示例来为将给定序列应用于其他分子提供指导。 1. 简介 2. 罗宾逊退火 3. 不对称酮加成的区域化学 3.1。与烯胺的退火 3.2。 3.3. 使用激活或指导组进行退火使用封闭基团的退火 4. 立体化学 5. 使用稳定的亲电子试剂作为迈克尔受体的退火 6. 使用具有掩蔽羰基功能的亲电子试剂的退火 6.1。威特勒反应 6.2。异恶唑退火 7. 涉及烯基侧链氧化的退火 8. 双退火