Efficient combination of two or more reactions into a practically useful purification free sequence is of great significance for the achievement of structural complexity and diversity, and an important approach for the development of new synthetic strategies that are industrially step-economic and environmentally friendly. In this work, a facile and efficient method for the construction of highly functionalized spirocyclo[4.5]decane derivatives containing a synthetically challenging quaternary carbon center has been successfully developed through the realization of a tandem Castro–Stephens coupling/1,3-acyloxy shift/cyclization/semipinacol rearrangement sequence. Thus a series of multi-substituted spirocyclo[4.5]decane and functionalized cyclohexane skeletons with a phenyl-substituted quaternary carbon center have been constructed using this method as illustrated by 24 examples in moderate to good yields. The major advantages of this method over the known strategies are better transformation efficiency (four consecutive transformations in one tandem reaction), product complexity and diversity. As a support of its potential application, a quick construction of the key tetracyclic diterpene skeleton of waihoensene has been achieved.

中文翻译：

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通过探索串联的Castro–Stephens偶联/酰氧基转移/环化/ Semipinacol重排序列，可以轻松地访问包含螺环双环的各种全碳四元中心

将两个或多个反应有效地组合成实用的无纯化序列对于实现结构的复杂性和多样性具有重要意义，对于开发在工业上经济可行且对环境友好的新合成策略而言，这是一种重要方法。在这项工作中，通过实现串联Castro-Stephens偶联/ 1,3-酰氧基转移/的成功方法，成功开发了一种简便高效的方法，用于构建高度功能化的螺环[4.5]癸烷衍生物，该衍生物含有具有挑战性的季碳中心。环化/ semipinacol重排序列。因此一系列的多取代螺环[4。如24个实施例所示，已经用中等至良好的收率，用该方法构建了具有苯基取代的季碳中心的5]癸烷和官能化的环己烷骨架。与已知策略相比，此方法的主要优点是转换效率更高（一个串联反应中进行四个连续转换），产品复杂性和多样性。作为其潜在应用的支持，已实现了waihoensene关键四环二萜骨架的快速构建。