Strategic Use of Pinacol-Terminated Prins Cyclizations in Target-Oriented Total Synthesis
The Journal of Organic Chemistry2003Vol. 68(19), pp. 7143–7157
Citations Over TimeTop 10% of 2003 papers
Abstract
An important objective of contemporary synthesis endeavors is the development of new transformations that rapidly evolve molecular complexity in a stereocontrolled fashion. One approach toward this goal is to combine two or more distinct reactions into a single transformation, producing a process often referred to as a sequential, tandem, cascade, or domino reaction. In this Perspective, we discuss the development of one such tandem reaction, the acid-promoted (or catalyzed) Prins-pinacol rearrangement, with particular emphasis on its implementation as the key strategic element in the total synthesis of heterocyclic and carbocyclic natural products.
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