Lewis acid catalysed asymmetric cascade reaction of cyclopropyl ketones: concise synthesis of pyrrolobenzothiazoles

2020 ◽  
Vol 56 (87) ◽  
pp. 13429-13432 ◽  
Author(s):  
Fenzhen Chang ◽  
Bin Shen ◽  
Sijing Wang ◽  
Lili Lin ◽  
Xiaoming Feng

A concise method to synthesize pyrrolobenzothiazoles via a cascade reaction of cyclopropyl ketones was developed by using a chiral N,N′-dioxide-scandium(iii) complex catalyst.

ChemInform ◽  
2014 ◽  
Vol 45 (52) ◽  
pp. no-no
Author(s):  
Shaoyin Wang ◽  
Zhuo Chai ◽  
Yun Wei ◽  
Xiancui Zhu ◽  
Shuangliu Zhou ◽  
...  

2018 ◽  
Vol 83 (7) ◽  
pp. 4257-4263 ◽  
Author(s):  
Jian Li ◽  
Yang Li ◽  
Zhengbing Wang ◽  
Yujia Bian ◽  
Shuhua Bai ◽  
...  

2018 ◽  
Vol 5 (8) ◽  
pp. 1293-1296 ◽  
Author(s):  
Yong Xia ◽  
Fenzhen Chang ◽  
Lili Lin ◽  
Yali Xu ◽  
Xiaohua Liu ◽  
...  

An efficient asymmetric ring-opening reaction of cyclopropyl ketones with 2-naphthols has been realized using a chiral N,N′-dioxide–ScIII complex catalyst. A variety of chiral β-naphthol derivatives were obtained in excellent outcomes (up to 99% yield, 97% ee).


2020 ◽  
Vol 11 (15) ◽  
pp. 3862-3867 ◽  
Author(s):  
Bin Shen ◽  
Qianwen He ◽  
Shunxi Dong ◽  
Xiaohua Liu ◽  
Xiaoming Feng

An asymmetric aza-Piancatelli rearrangement/Diels–Alder cascade reaction between 2-furylcarbinols and N-(furan-2-ylmethyl)anilines was realized by using a chiral N,N′-dioxide/cobalt(ii) complex catalyst.


2011 ◽  
Vol 2011 (15) ◽  
pp. 2860-2866 ◽  
Author(s):  
Darius Paul Kranz ◽  
Aike Meier zu Greffen ◽  
Sherif El Sheikh ◽  
Jörg Martin Neudörfl ◽  
Hans-Günther Schmalz

Synlett ◽  
2013 ◽  
Vol 25 (01) ◽  
pp. 08-11 ◽  
Author(s):  
Javier Read de Alaniz ◽  
Leoni Palmer

Tetrahedron ◽  
2017 ◽  
Vol 73 (25) ◽  
pp. 3463-3477 ◽  
Author(s):  
Xiao-Jing Zhao ◽  
Jie Zhao ◽  
Xin Sun ◽  
Ji-Kai Liu ◽  
Bin Wu

2013 ◽  
Vol 9 ◽  
pp. 1148-1155 ◽  
Author(s):  
Hideto Miyabe ◽  
Ryuta Asada ◽  
Yoshiji Takemoto

The limitation of hydroxamate ester as a chiral Lewis acid coordination moiety was first shown in an intermolecular reaction involving a radical addition and sequential allylation processes. Next, the effect of hydroxamate ester was studied in the cascade addition–cyclization–trapping reaction of substrates with a carbon–carbon triple bond as a radical acceptor. When substrates with a methacryloyl moiety and a carbon–carbon triple bond as two polarity-different radical acceptors were employed, the cascade reaction proceeded effectively. A high level of enantioselectivity was also obtained by a proper combination of chiral Lewis acid and these substrates.


ChemInform ◽  
2015 ◽  
Vol 46 (23) ◽  
pp. no-no
Author(s):  
Lang Sun ◽  
Yuanxun Zhu ◽  
Jing Wang ◽  
Ping Lu ◽  
Yanguang Wang

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