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- W1966956544 endingPage "7039" @default.
- W1966956544 startingPage "7027" @default.
- W1966956544 abstract "Our struggles and ultimate success in achieving a total synthesis of phomactin A are described. Our strategy features an intramolecular oxa-[3 + 3] annulation to construct its unique ABD-tricyclic manifold. Although the synthesis would constitute a distinctly new approach with the 12-membered D-ring of phomactin A being assembled simultaneously with the 1-oxadecalin at an early stage, the ABD-tricycle represents a unique structural topology that would pose a number of unprecedented challenges. One challenge concerned elaborating this tricycle to have oxygenation at the proper carbon atoms. To overcome this, we would utilize a Kornblum–DeLaMare ring-opening of a peroxide bridge as well as a challenging late-stage 1,3-allylic alcohol transposition. Further, the structural intricacies of the ABD-tricycle were uncovered by a conformational analysis that would be critical for the C5a-homologation." @default.
- W1966956544 created "2016-06-24" @default.
- W1966956544 creator A5007134179 @default.
- W1966956544 creator A5016605096 @default.
- W1966956544 creator A5080763146 @default.
- W1966956544 creator A5083252081 @default.
- W1966956544 date "2011-08-05" @default.
- W1966956544 modified "2023-09-26" @default.
- W1966956544 title "Total Synthesis of (±)-Phomactin A. Lessons Learned from Respecting a Challenging Structural Topology" @default.
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