Improved synthesis of quinine alkaloids with the Teoc protective group

Improved synthesis of quinine alkaloids with the Teoc protective group
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DOI:
10.1016/j.tetlet.2005.06.171
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发表时间:
2005-09-12
影响因子:
1.8
通讯作者:
Kobayashi, Y
Kobayashi, Y
中科院分区:
化学4区
文献类型:
--
作者:
Igarashi, J;Kobayashi, Y

文献摘要

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TeocCl(Teoc:C(=O)O(CH 2)(2)TMS)方便地用于将N-Bn哌啶中间体反式保护为N-Teoc哌啶。随后,Teoc基团的脱保护和随后的奎宁环形成用CsF以多米诺骨牌方式实现,得到奎宁生物碱。(c)2005爱思唯尔有限公司保留所有权利。
TeocCl (Teoc: C(=O)O(CH2)(2)TMS) 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. (c) 2005 Elsevier Ltd. All rights reserved.