Transannular [4+3] Cycloadditions of Macrocyclic Epoxy Ketones

被引：9

作者：

Chan, Diana ^{[1
]}

Chen, Yu ^{[1
]}

Low, Kam-Hung ^{[1
]}

Chiu, Pauline ^{[1
]}

机构：

[1] Univ Hong Kong, State Key Lab Synthet Chem, Dept Chem, Pokfulam Rd, Hong Kong, Hong Kong, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 10期

关键词：

cycloadditions; cycloisomerization; macrocycles; polycyclic; transannular; RING-CLOSING METATHESIS; DIELS-ALDER REACTION; ENOLSILANES; GUANACASTEPENE; SKELETON;

D O I：

10.1002/chem.201800019

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Transannular [4+3] cycloadditions of dienophiles derived from macrocyclic epoxy ketones produce fused ring systems having central cycloheptane subunits. In some cases, the base directly induced cycloisomerization of the epoxy ketones to yield the cycloadducts; in others, the epoxy ketones were transformed into their corresponding enolsilanes before undergoing cycloaddition. Enantiomerically enriched tricyclic arrays were obtained from cycloadditions starting from optically pure epoxy ketones.

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页码：2375 / 2378

页数：4

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