Flow Pd(II)-Catalysed Carbonylative Cyclisation in the Total Synthesis of Jaspine B

This work describes the total synthesis of jaspine B involving the highly diastereoselective Pd(II)-catalysed carbonylative cyclisation in the preparation of crucial intermediates. New conditions for this transformation were developed and involved the <i>p</i>BQ/LiCl as a reoxidation sys...

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Bibliographic Details
Main Authors: Pavol Lopatka, Michal Gavenda, Martin Markovič, Peter Koóš, Tibor Gracza
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Catalysts
Subjects:
Online Access:https://www.mdpi.com/2073-4344/11/12/1513
Description
Summary:This work describes the total synthesis of jaspine B involving the highly diastereoselective Pd(II)-catalysed carbonylative cyclisation in the preparation of crucial intermediates. New conditions for this transformation were developed and involved the <i>p</i>BQ/LiCl as a reoxidation system and Fe(CO)<sub>5</sub> as an in situ source of stoichiometric amount of carbon monoxide (1.5 molar equivalent). In addition, we have demonstrated the use of a flow reactor adopting proposed conditions in the large-scale preparation of key lactones.
ISSN:2073-4344