scholarly journals Total synthesis as a mechanistic probe – structural revision of the marine hydrindane (-)-Mucosin

Author(s):  
Jens Nolsoe
2019 ◽  
Author(s):  
Timothy Newhouse ◽  
Alexander Schuppe ◽  
Yizhou Zhao ◽  
Yannan Liu

We report the first total synthesis of (+)-granatumine A, a limonoid alkaloid with PTP-1B inhibitory activity, in 10 steps. Over the course of this study, two key methodological advances were made: a cost effective procedure for ketone alpha,beta-dehydrogenation using allyl-Pd catalysis, and a Pd-catalyzed protocol to convert epoxyketones to 1,3-diketones. The central tetrasubstituted pyridine is formed by a convergent Knoevenagel condensation and carbonyl-selective electrocyclization cascade, which was followed by a direct transformation of a 2<i>H</i>-pyran to a pyridine. These studies have led to the structural revision of two members of this family.


1983 ◽  
Vol 24 (41) ◽  
pp. 4445-4446 ◽  
Author(s):  
Tadao Uyehara ◽  
Jun-ichi Yamada ◽  
Tadahiro Kato ◽  
Ferdinand Bohlmann

ChemInform ◽  
2014 ◽  
Vol 45 (21) ◽  
pp. no-no
Author(s):  
Patrick D. Brown ◽  
Anthony C. Willis ◽  
Michael S. Sherburn ◽  
Andrew L. Lawrence

2017 ◽  
Vol 23 (16) ◽  
pp. 3828-3831 ◽  
Author(s):  
Ken-ichi Takao ◽  
Ryuichi Nemoto ◽  
Kento Mori ◽  
Ayumi Namba ◽  
Keisuke Yoshida ◽  
...  

2013 ◽  
Vol 52 (33) ◽  
pp. 8736-8741 ◽  
Author(s):  
K. C. Nicolaou ◽  
Christian Nilewski ◽  
Christopher R. H. Hale ◽  
Heraklidia A. Ioannidou ◽  
Abdelatif ElMarrouni ◽  
...  

2011 ◽  
Vol 9 (20) ◽  
pp. 6979 ◽  
Author(s):  
Patricia García-Domínguez ◽  
Ilaria Lepore ◽  
Cathie Erb ◽  
Hinrich Gronemeyer ◽  
Lucia Altucci ◽  
...  

2014 ◽  
Vol 16 (11) ◽  
pp. 2794-2797 ◽  
Author(s):  
Naoki Terayama ◽  
Eiko Yasui ◽  
Megumi Mizukami ◽  
Masaaki Miyashita ◽  
Shinji Nagumo

ChemInform ◽  
2015 ◽  
Vol 46 (43) ◽  
pp. no-no
Author(s):  
Qing Xiao ◽  
Kyle Young ◽  
Armen Zakarian

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