scholarly journals Total Synthesis of Rhazinilam: Axial to Point Chirality Transfer in an Enantiospecific Pd-Catalyzed Transannular Cyclization

2010 ◽  
Vol 12 (19) ◽  
pp. 4224-4227 ◽  
Author(s):  
Zhenhua Gu ◽  
Armen Zakarian
2008 ◽  
Vol 80 (5) ◽  
pp. 1063-1069 ◽  
Author(s):  
Norbert Krause ◽  
Volker Belting ◽  
Carl Deutsch ◽  
Jörg Erdsack ◽  
Hong-Tao Fan ◽  
...  

The gold-catalyzed endo-cycloisomerization of allenes bearing nucleophilic substituents in the α- or β-position opens up a versatile access to various five- and six-membered heterocycles. Key features of these transformations are the high reactivity of the allene in the presence of Lewis-acidic, carbophilic gold(I) or gold(III) catalysts, and the chirality transfer from the allenic axis of chirality to the new stereogenic center in the cyclization product. Recent contributions of our group include the optimization of chirality transfer by using σ-donor ligands to gold, and applications in the total synthesis of natural products, e.g., of the β-carboline alkaloids (-)-isocyclocapitelline and (-)-isochrysotricine.


2002 ◽  
Vol 67 (3) ◽  
pp. 764-771 ◽  
Author(s):  
Deukjoon Kim ◽  
Jongkook Lee ◽  
Phil Jong Shim ◽  
Joong Inn Lim ◽  
Hyunil Jo ◽  
...  

2019 ◽  
Vol 58 (32) ◽  
pp. 11018-11022 ◽  
Author(s):  
Jae Hyun Kim ◽  
Illan Kim ◽  
Yeonghun Song ◽  
Min Jung Kim ◽  
Sanghee Kim

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