Asymmetric synthesis of β-alkoxycyclic ethers via the intramolecular cyclization of group 14 allyls containing chiral acetals
Abstract
Treatment of an allylic tin-bearing chiral acetal 1a with TiCl4–PPh3 gives the (2S, 3R) isomer 2 with high diastereoselectivity (2 : 3= 93 : 7), whereas the reaction of an allylic silane derivative 1f affords predominantly the (2R, 3S) isomer 3(2 : 3= 37 : 63).