Abstract
A concise total synthesis of the apoptosisinducing,marine metabolite thiaplidiaquinone A is described.The key ring forming steps are both based on biosyntheticconsiderations and involve the construction of the centralbenzo[c]chromene quinone unit by an extremely facile oxa-6π-electrocyclic ring closure reaction of an ortho-quinoneintermediate, derived by tautomerization of a bis-benzoquinone,readily accessed from two simple phenolic precursors.This is followed by the installation of the 1,4-thiazine-dioxidering by reaction of the benzo[c]chromene quinone with hypotaurine
Lingua originale | English |
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pagine (da-a) | 9179-9189 |
Numero di pagine | 11 |
Rivista | Journal of Organic Chemistry |
Volume | 77 |
Stato di pubblicazione | Published - 2012 |
All Science Journal Classification (ASJC) codes
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