Intramolecular [3+2] annulation of allenylsilane-enes: Direct synthesis of highly strained trans-fused 5/5 ring systems

被引：2

作者：

Lv, Na ^{[1
]}

Han, Jing-Chun ^{[1
,2
]}

Zhang, Peng ^{[1
]}

Huang, Yu-Rou ^{[1
]}

Xu, Zi-Xun ^{[1
]}

Xu, Kunhua ^{[1
]}

Wang, Xin-Feng ^{[1
]}

Li, Xin ^{[1
]}

Chung, Lung Wa ^{[1
]}

Li, Chuang-Chuang ^{[1
,2
]}

机构：

[1] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Guangming Adv Res Inst, Dept Chem, Shenzhen 518055, Peoples R China

[2] Shenzhen Bay Lab, Shenzhen 518132, Peoples R China

来源：

CHEM | 2024年 / 10卷 / 01期

基金：

中国国家自然科学基金; 国家重点研发计划;

关键词：

ASYMMETRIC TOTAL-SYNTHESIS; DIASTEREOSELECTIVE SYNTHESIS; NATURAL-PRODUCTS; STEREOCENTERS; DIQUINANES; ALLENES;

D O I：

10.1016/j.chempr.2023.08.009

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first asymmetric total synthesis of 0-funebrene, which contains a highly strained trans -fused 5/5 ring system, has been achieved. The synthetically challenging and multi-functionalized trans -fused 5/5 ring systems were diastereoselectively and efficiently constructed by the first intramolecular [3 + 2] annulation reaction of allenylsilane-enes. This simple, direct transformation shows broad substrate scope and is stereospecific. Thus, this work represents the first stereoselective approach for the direct synthesis of trans -fused 5/5 ring systems from acyclic precursors.

引用

页数：10

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