Synthetic Studies toward Tubiferal A: Asymmetric Synthesis of a Model ABC-Ring Compound
Synthetic Studies toward Tubiferal A: Asymmetric Synthesis of a Model ABC-Ring Compound
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Tubiferal A 的合成研究：ABC 环模型化合物的不对称合成
DOI：
10.1055/a-1697-7477
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发表时间：
2021
期刊：
影响因子：
2
通讯作者：
Suzuki Takahiro
中科院分区：
文献类型：
--
作者：
Tanino Keiji;Yukutake Yuki;Hiramatsu Takahiro;Itoh Ryusei;Ikeuchi Kazutada;Suzuki Takahiro
本文报道了从豆腐霉子实体中分离得到的三萜类化合物Tubiferal A的ABC环模型的合成研究。通过C环烯丙基硼烷的立体选择性加成和Eschenmoser-Claisen重排反应构建了角位置的立体中心，然后通过二氯腈的双分子内烷基化反应形成AB环体系。
Synthetic studies on an ABC-ring model of tubiferal A, a triterpenoid isolated from the fruit bodies of theTubifera dimorphothecamyxomycete, are described. The stereogenic centers at the angular positions were constructed through the stereoselective addition of a C-ring allylborane followed by an Eschenmoser–Claisen rearrangement reaction prior to the formation of the AB-ring system by a double intramolecular alkylation reaction of a dichloro nitrile intermediate.