Synthesis of (+)-Greek Tobacco Lactone via a Diastereoablative Epoxidation and a Selenium-Catalyzed Oxidative Cyclization.
Synthesis of (+)-Greek Tobacco Lactone via a Diastereoablative Epoxidation and a Selenium-Catalyzed Oxidative Cyclization.
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DOI：
10.1021/acs.orglett.7b00484
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发表时间：
2017-03
期刊：
影响因子：
5.2
通讯作者：
Stefan Leisering;Iker Riaño;Christian Depken;Leona J Gross;Manuela Weber;D. Lentz;R. Zimmer*;C. Stark;Alexander Breder;M. Christmann
中科院分区：
文献类型：
--
作者：
Stefan Leisering;Iker Riaño;Christian Depken;Leona J Gross;Manuela Weber;D. Lentz;R. Zimmer*;C. Stark;Alexander Breder;M. Christmann
以易得的（R）-芳樟醇为起始原料，研究了C11-高萜类化合物（+）-希腊烟草内酯的不对称合成。合成是由四个操作和功能的非对映体烧蚀环氧化和氧化四氢吡喃形成使用钒，钯，硒催化的环化。
An asymmetric synthesis of the C11-homoterpenoid (+)-Greek tobacco lactone is developed starting from readily available (R)-linalool. The synthesis is comprised of four operations and features a diastereoablative epoxidation and an oxidative tetrahydropyran formation using vanadium-, palladium-, and selenium-catalyzed cyclizations.