
Tetrahedron Letters p. 5243 - 5246 (1996)
Update date:2022-07-29
Topics:
Lim, Hee-Jong
Sulikowski, Gary A.
A stereocontrolled synthesis of the pentacyclic ring system 18, a projected advanced intermediate in the synthesis of FR-66979 (2), has been achieved. Key steps in the assembly of 18 include a copper(I) mediated cylization-oxidation of diazoketone 6 to mitosene 16 followed by an oxidative expansion of 16 to 18. The latter transformation proceeds via N-oxidation of diol 17.
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