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Synlett 2018; 29(12): 1617-1621
DOI: 10.1055/s-0037-1610178
DOI: 10.1055/s-0037-1610178
letter
Biomimetic Total Synthesis of Scabellone B
The project is supported by the National Natural Science Foundation of China (21772153, 21642006), the Key Science and Technology Innovation Team of Shaanxi Province (2017KCT-37), and the China Postdoctoral Science Foundation (334100041).
Further Information
Publication History
Received: 03 March 2018
Accepted after revision: 15 May 2018
Publication Date:
18 June 2018 (online)


Abstract
A biomimetic total synthesis of scabellone B is described. Through sequential regioselective introduction of a geranyl group by means of silyl protection, oxidative dimerization, and biomimetic oxo-6π electrocyclization with good cyclization selectivity, a biomimetic approach to scabellone B was achieved in five steps and 32% overall yield.
Key words
total synthesis - protecting groups - dimerization - electrocyclic reactions - natural productsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1610178.
- Supporting Information
- NMR