Gold-catalyzed cascade C–H/C–H cross-coupling/cyclization/alkynylation: an efficient access to 3-alkynylpyrroles

2015 ◽  
Vol 13 (21) ◽  
pp. 5867-5870 ◽  
Author(s):  
Shuai Zhang ◽  
Yuanhong Ma ◽  
Jingbo Lan ◽  
Feijie Song ◽  
Jingsong You

An efficient approach to 3-alkynylpyrroles has been developed through the gold-catalyzed cascade oxidative C–H/C–H cross-coupling, cyclization and in situ oxidative alkynylation.

2018 ◽  
Author(s):  
Yaroslav Boyko ◽  
Christopher Huck ◽  
David Sarlah

<div>The first total synthesis of rhabdastrellic acid A, a highly cytotoxic isomalabaricane triterpenoid, has been accomplished in a linear sequence of 14 steps from commercial geranylacetone. The prominently strained <i>trans-syn-trans</i>-perhydrobenz[<i>e</i>]indene core characteristic of the isomalabaricanes is efficiently accessed in a selective manner for the first time through a rapid, complexity-generating sequence incorporating a reductive radical polyene cyclization, an unprecedented oxidative Rautenstrauch cycloisomerization, and umpolung 𝛼-substitution of a <i>p</i>-toluenesulfonylhydrazone with in situ reductive transposition. A late-stage cross-coupling in concert with a modular approach to polyunsaturated side chains renders this a general strategy for the synthesis of numerous family members of these synthetically challenging and hitherto inaccessible marine triterpenoids.</div>


2021 ◽  
Vol 290 ◽  
pp. 129505
Author(s):  
Haining Wang ◽  
Birong Tian ◽  
Fu Wang ◽  
Jinyun Zhang ◽  
Zhaofeng Wang

2010 ◽  
Vol 12 (8) ◽  
pp. 1834-1841 ◽  
Author(s):  
Yugang Cui ◽  
Ilaria Biondi ◽  
Manish Chaubey ◽  
Xue Yang ◽  
Zhaofu Fei ◽  
...  

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