2018
DOI: 10.1055/s-0037-1610178
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Biomimetic Total Synthesis of Scabellone B

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.

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Cited by 2 publications
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“…Commercially available 46 was the starting material of our synthesis (Scheme 7 ). 20 The sequenced introduction of TMS and geranyl groups gave compound 47 in 78% overall yield. With the removal of the TMS group, the key precursor 41 was obtained readily.…”
Section: Biomimetic Dimerization In the Synthesis Of Scabellone Bmentioning
confidence: 99%
“…Commercially available 46 was the starting material of our synthesis (Scheme 7 ). 20 The sequenced introduction of TMS and geranyl groups gave compound 47 in 78% overall yield. With the removal of the TMS group, the key precursor 41 was obtained readily.…”
Section: Biomimetic Dimerization In the Synthesis Of Scabellone Bmentioning
confidence: 99%