Sigmatropic rearrangement has been utilized for stereoselective syntheses of structurally complicated natural products because of its high stereoselectivity and reactivity. Quinic acid (1) and its epimer 2 are versatile building blocks for the preparation of various bioactive compounds. We report the synthesis of methyl epi-anhydroquinate 3 via the [2,3]-sigmatropic rearrangement of iodosoalkene.
ASJC Scopus subject areas
- 化学 (全般)