Improved synthesis of quinine alkaloids with the Teoc protective group

TeocCl (Teoc: C(O)O(CH2)2TMS) generated in situ was conveniently used for trans-protection of the N-Bn piperidine intermediate to N-Teoc piperidine. Later, deprotection of the Teoc group and the subsequent quinuclidine ring formation was achieved with CsF in a domino fashion to afford the quinine alkaloids.