Total synthesis of the epoxyquinol dimer (+)-panepophenanthrin: application of a diastereospecific biomimetic Diels–Alder dimerisation
2006; Elsevier BV; Volume: 62; Issue: 42 Linguagem: Inglês
10.1016/j.tet.2006.08.010
ISSN1464-5416
AutoresLaurent Comméiras, John E. Moses, Robert M. Adlington, Jack E. Baldwin, A.R. Cowley, Christopher M. Baker, Birgit Albrecht, Guy H. Grant,
Tópico(s)Microbial Natural Products and Biosynthesis
ResumoAn asymmetric total synthesis of the novel and structurally complex epoxyquinol natural product (+)-panepophenanthrin has been accomplished, in which a biomimetic Diels–Alder dimerisation is a key step. The key monomeric precursor was assembled by an efficient Stille cross coupling of two readily available building blocks that upon standing underwent a diastereospecific dimerisation cascade in excellent yield.
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