Synthesis of the aglycon of aspafiliosides E and F based on cascade reactions

2016 ◽  
Vol 52 (9) ◽  
pp. 1942-1944 ◽  
Author(s):  
Jing-Jing Wu ◽  
Yong Shi ◽  
Wei-Sheng Tian

Herein, we describe an efficient synthesis of C17α-OH-tigogenin, which is the aglycon of aspafiliosides E and F. The synthesis features three cascade processes, which involve the iodo-lactonization of furostan-26-acid, a cascade hydrolysis/intramolecular SN2 process, and a cascade intramolecular redox-ketalization process.

2014 ◽  
Vol 20 (33) ◽  
pp. 10214-10219 ◽  
Author(s):  
Itaru Nakamura ◽  
Yoshinori Sato ◽  
Keisuke Takeda ◽  
Masahiro Terada

Catalysts ◽  
2020 ◽  
Vol 10 (11) ◽  
pp. 1258
Author(s):  
Noelia Losada-Garcia ◽  
Zaida Cabrera ◽  
Paulina Urrutia ◽  
Carla Garcia-Sanz ◽  
Alicia Andreu ◽  
...  

Cascade reactions have been described as efficient and universal tools, and are of substantial interest in synthetic organic chemistry. This review article provides an overview of the novel and recent achievements in enzyme cascade processes catalyzed by multi-enzymatic or chemoenzymatic systems. The examples here selected collect the advances related to the application of the sequential use of enzymes in natural or genetically modified combination; second, the important combination of enzymes and metal complex systems, and finally we described the application of biocatalytic biohybrid systems on in situ catalytic solid-phase as a novel strategy. Examples of efficient and interesting enzymatic catalytic cascade processes in organic chemistry, in the production of important industrial products, such as the designing of novel biosensors or bio-chemocatalytic systems for medicinal chemistry application, are discussed


2017 ◽  
Vol 53 (28) ◽  
pp. 4002-4005 ◽  
Author(s):  
Yan He ◽  
Fang Wang ◽  
Xinying Zhang ◽  
Xuesen Fan

A novel and efficient synthesis of tetrahydropyridine-, dihydropyrrole-, and tetrahydroazepine-3-carboxylates via cascade reactions of cyclic amines with CO and alcohols is presented. To our knowledge, this should be the first example in which functionalized N-heterocycles were prepared through Pd-catalyzed C(sp3)–H dehydrogenation and C(sp2)–H carbonylation of cyclic amines.


2014 ◽  
Vol 50 (17) ◽  
pp. 2196-2198 ◽  
Author(s):  
Lin Qiu ◽  
Xin Guo ◽  
Chaoqun Ma ◽  
Huang Qiu ◽  
Shunying Liu ◽  
...  

Four-component Mannich reactions subsequently followed by an intramolecular oxo-Michael addition were developed to efficiently produce chiral cyclic acetals with high diastereoselectivity and enantioselectivity.


ChemInform ◽  
2013 ◽  
Vol 44 (23) ◽  
pp. no-no
Author(s):  
Jun Jiang ◽  
Xiaoyu Guan ◽  
Shunying Liu ◽  
Baiyan Ren ◽  
Xiaochu Ma ◽  
...  

2020 ◽  
Vol 56 (61) ◽  
pp. 8699-8702
Author(s):  
Xue-Qiang Chu ◽  
Ting Xie ◽  
Ya-Wen Wang ◽  
Xiang-Rui Li ◽  
Weidong Rao ◽  
...  

Cascade reactions of α-perfluoroalkyl ketones with sodium sulfinates or arylsulfonyl chlorides that allowed the efficient synthesis of fluoroalkylated di(hetero)aryl sulfide derivatives under transition metal-free conditions were developed.


ChemInform ◽  
2014 ◽  
Vol 45 (20) ◽  
pp. no-no
Author(s):  
Lin Qiu ◽  
Xin Guo ◽  
Chaoqun Ma ◽  
Huang Qiu ◽  
Shunying Liu ◽  
...  

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