A Short, Catalytic, Asymmetric Synthesis of Diospongins A and B by a One-Pot, Sequential Hetero-Diels-Alder/Mukaiyama-Michael Reaction Process

2010 ◽  
Vol 2010 (35) ◽  
pp. 6850-6854 ◽  
Author(s):  
Masahiro Anada ◽  
Takuya Washio ◽  
Yudai Watanabe ◽  
Koji Takeda ◽  
Shunichi Hashimoto
2015 ◽  
Vol 11 ◽  
pp. 2654-2660 ◽  
Author(s):  
Yusuke Kobayashi ◽  
Ryuta Kuramoto ◽  
Yoshiji Takemoto

The first catalytic asymmetric synthesis of the key intermediate for beraprost has been achieved through an enantioselective intramolecular oxa-Michael reaction of an α,β-unsaturated amide mediated by a newly developed benzothiadiazine catalyst. The Weinreb amide moiety and bromo substituent of the Michael adduct were utilized for the C–C bond formations to construct the scaffold. All four contiguous stereocenters of the tricyclic core were controlled via Rh-catalyzed stereoselective C–H insertion and the subsequent reduction from the convex face.


ChemInform ◽  
2009 ◽  
Vol 40 (46) ◽  
Author(s):  
Kevin Cheng ◽  
Ann Rowley Kelly ◽  
Rachel A. Kohn ◽  
Jessica F. Dweck ◽  
Patrick J. Walsh

ChemInform ◽  
2003 ◽  
Vol 34 (48) ◽  
Author(s):  
Ahmed M. Hafez ◽  
Travis Dudding ◽  
Ty R. Wagerle ◽  
Meha H. Shah ◽  
Andrew E. Taggi ◽  
...  

2015 ◽  
Vol 17 (16) ◽  
pp. 4014-4017 ◽  
Author(s):  
Qiong-Jie Liu ◽  
Wen-Guang Yan ◽  
Lijia Wang ◽  
X. Peter Zhang ◽  
Yong Tang

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