Highly Efficient Cationic Palladium Catalyzed Acetylation of Alcohols and Carbohydrate-Derived Polyols

A highly efficient method for the synthesis of diversely substituted furo[2,3-b]pyrazines has been elaborated. The Ag+- or iodine-mediated electrophilic cyclization of readily generated 5-chloro-3-substituted ethynyl-1-(4-methoxybenzyl)-pyrazin-2(1H)-ones affords substituted furo[2,3-b]pyrazines, which undergo various palladium catalyzed reactions to generate a library of difficult to attain diversely substituted furo[2,3-b]pyrazines.

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Transition Metal Complexes in Organic Synthesis. Part 81. First Total Synthesis of the 7-Oxygenated Carbazole Alkaloids Clauszoline-K (IIIa), 3-Formyl-7-hydroxycarbazole (IIIb), Clausine M (IIIc), Clausine N (IIId) and the anti-HIV Active Siamenol (IV) Using a Highly Efficient Palladium-Catalyzed Approach.

ChemInform ◽

10.1002/chin.200702192 ◽

2007 ◽

Vol 38 (2) ◽

Author(s):

Micha P. Krahl ◽

Anne Jaeger ◽

Tilo Krause ◽

Hans-Joachim Knoelke

Keyword(s):

Transition Metal ◽

Total Synthesis ◽

Metal Complexes ◽

Organic Synthesis ◽

Transition Metal Complexes ◽

Highly Efficient ◽

Palladium Catalyzed ◽

Anti Hiv ◽

Carbazole Alkaloids

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Enantioselective Palladium-Catalyzed Decarboxylative Dearomative Asymmetric Allylic Alkylation of Benzofurans: Diversity-Oriented Synthesis of Flavaglines

Synlett ◽

10.1055/a-1650-4266 ◽

2021 ◽

Author(s):

Hai-Hua Lu ◽

Meng-Yue Cao

Keyword(s):

Allylic Alkylation ◽

Asymmetric Allylic Alkylation ◽

Diversity Oriented Synthesis ◽

Highly Efficient ◽

Palladium Catalyzed

With the introduction of new Trost-type bisphosphine ligands bearing a chiral cycloalkane framework, the highly efficient and enantioselective Palladium-catalyzed decarboxylative dearomative asymmetric allylic alkylation (AAA) of benzofurans was achieved. This enabled a diversity-oriented synthesis (DOS) of previously unreachable flavaglines, which features two diversification stages. A new avenue for developing flavagline-based drugs was thus established.

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Palladium-catalyzed post-Ugi arylative dearomatization/Michael addition cascade towards plicamine analogues

Organic & Biomolecular Chemistry ◽

10.1039/d1ob01805a ◽

2021 ◽

Author(s):

Chao Liu ◽

Ruiqi Zhao ◽

Liangliang Song ◽

Zhenghua Li ◽

Guilong Tian ◽

...

Keyword(s):

Intramolecular Cyclization ◽

Michael Addition ◽

Highly Efficient ◽

Palladium Catalyzed

A palladium-catalyzed intramolecular cyclization of Ugi-adducts via a cascade dearomatization/aza-Michael addition process has been developed. Diverse plicamine analogues are constructed in a rapid, highly efficient and step-economical manner, through the...

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Palladium-catalyzed asymmetric formal [3+2] cycloaddition of α-N-heterocyclic acrylates with vinyl epoxides for construction of isonucleoside analogs

Chemical Communications ◽

10.1039/c9cc07571b ◽

2019 ◽

Vol 55 (90) ◽

pp. 13550-13553 ◽

Cited By ~ 5

Author(s):

Ke-Xin Huang ◽

Ming-Sheng Xie ◽

Dong-Chao Wang ◽

Ji-Wei Sang ◽

Gui-Rong Qu ◽

...

Keyword(s):

Highly Efficient ◽

Palladium Catalyzed ◽

First Time

A highly efficient Pd-catalyzed asymmetric formal [3+2] cycloaddition of α-N-heterocyclic acrylates with vinyl epoxides has been developed for the first time.

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Efficient synthesis of tetrasubstituted 2,3-allenoates and preliminary studies on bioactivities

Organic Chemistry Frontiers ◽

10.1039/c8qo01202d ◽

2019 ◽

Vol 6 (3) ◽

pp. 304-308 ◽

Cited By ~ 5

Author(s):

Yuan Yao ◽

Guirong Zhu ◽

Qin Chen ◽

Hui Qian ◽

Shengming Ma

Keyword(s):

Coupling Reaction ◽

Boronic Acids ◽

Efficient Synthesis ◽

Highly Efficient ◽

Palladium Catalyzed

A general and highly efficient straightforward protocol for the preparation of tetrasubstituted 2,3-allenoates through a palladium-catalyzed coupling reaction of 3-alkoxycarbonyl propargylic carbonates and boronic acids with commercially available tri(o-tolyl)phosphine as a ligand has been developed.

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