The total synthesis of racemic azaspirene was accomplished over 12 steps in a 17% overall yield via a convergent strategy featuring the coupling of isocyanate and 3(2H)-furanone and an intramolecular aldol reaction to construct the spiro core. Later, a complete conversion was achieved via the crystallizationinduced diastereomer transformation of the kinetically favored epimer® produced primarily via spirocyclic construction® to the thermodynamically stable and desirable epimer. Finally, a stereoselective hydration produced the target azaspirene.
|出版ステータス||Published - 2022 10月|
ASJC Scopus subject areas
- 化学 (全般)