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天然存在的螺环四环倍半萜烯型千里光内酯 A 的不对称全合成。

Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A.

机构信息

Department of Chemistry, Indian Institute Technology Kharagpur, Kharagpur, India.

出版信息

Org Biomol Chem. 2018 Jul 11;16(27):5027-5035. doi: 10.1039/c8ob01328d.

Abstract

Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in the present work. Bimetallic ("Pd-Cu") cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product. Subsequently, iodocyclization and reductive deiodination through a transfer hydrogenation reaction were applied to access the target molecule in an efficient manner.

摘要

本文报道了天然存在的含[4.4]螺四氢呋喃裂环苍耳亭 A 的γ-丁烯内酯的不对称全合成。双金属(“Pd-Cu”)级联环化反应是构建天然产物γ-丁烯内酯骨架的关键反应。随后,通过转移氢化反应进行碘环化和还原脱碘,以高效的方式获得目标分子。

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