Formal Synthesis of Pseudolaric Acid B

Formal Synthesis of Pseudolaric Acid B
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伪月桂酸B的正式合成

DOI:
10.1055/s-0039-1690829
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发表时间:
2020
期刊:
影响因子:
2
通讯作者:
N. Mori
N. Mori
中科院分区:
化学4区
文献类型:
--
作者:
M. Masuda;N. Sakurai;Y. Ogura;T. Murase;T. Kawasaki;S. Aiba;N. Mori;H. Watanabe;H. Takikawa;N. Mori

文献摘要

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假松果酸B是一种从山松科假松果的根皮中分离出来的二萜类化合物,经17步合成为Trost的合成中间体。该合成方法的主要特点包括clisen重排和碘醚化反应以形成四元立体中心和闭合环复合反应以形成七元环。
A formal synthesis of pseudolaric acid B, a diterpene isolated from the root bark ofPseudolarix kaempferiGordon (Pinaceae), to Trost’s synthetic intermediate was achieved in 17 steps from a known ketone. Key features of this synthesis include a Claisen rearrangement and iodoetherification to construct quaternary stereocenters and ring-closing metathesis to form the seven-membered ring.