Tetrahedron letters

Improved synthesis of quinine alkaloids with the Teoc protective group

J Igarashi, Y Kobayashi

Index: Igarashi, Junji; Kobayashi, Yuichi Tetrahedron Letters, 2005 , vol. 46, # 37 p. 6381 - 6384

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Citation Number: 45

Abstract

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.