Chapter 11 - The Realization of an Oxidative Dearomatization–Intramolecular Diels–Alder Route to vinigrol (cas 111025-83-3)

Add time:08/25/2019    Source:sciencedirect.com

Detailed in this chapter is the Njardarson group vinigrol total synthesis saga. Even though the Njardarson group synthetic strategy had undergone multiple modifications over time, it remained faithful to several key reaction design elements, namely: (a) oxidative dearomatization/Diels–Alder cascade, (b) radical or palladium cascade, (c) creation of a tetracyclic cage for substrate control purposes, and (d) a late-stage CC bond fragmentation reaction to unravel the vinigrol core. The saga begins with the earliest oxidative dearomatization explorations followed by detailed descriptions of the modifications that were made in response to the obstacles encountered en route to the completed total synthesis of vinigrol.

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