scholarly journals Enantioselective total synthesis of naturally occurring eushearilide and evaluation of its antifungal activity

2016 ◽  
Vol 69 (9) ◽  
pp. 697-701 ◽  
Author(s):  
Takayuki Tonoi ◽  
Ryo Kawahara ◽  
Takehiko Inohana ◽  
Isamu Shiina
2010 ◽  
Vol 51 (38) ◽  
pp. 4942-4946 ◽  
Author(s):  
Hwan Geun Choi ◽  
Jung Beom Son ◽  
Dong-Sik Park ◽  
Young Jin Ham ◽  
Jung-Mi Hah ◽  
...  

Synlett ◽  
2020 ◽  
Vol 31 (16) ◽  
pp. 1598-1602 ◽  
Author(s):  
Thorsten Bach ◽  
Johanna Proessdorf ◽  
Andreas Zech ◽  
Christian Jandl

The first enantioselective total synthesis of (+)-atlanticone C is described. The complex tricyclic protoilludane core was rapidly assembled by a photochemical reaction cascade starting from an easily accessible indanone precursor (3 steps). Optimization of an enantioselective Corey–Bakshi–Shibata reduction permitted a catalytic chiral reso­lution of the racemic photoproduct (45% over two steps; up to 98% ee). The enantiomerically enriched photoproduct was efficiently transformed into the (+)-enantiomer of atlanticone C (10 steps; 18% yield), and the absolute configuration of naturally occurring (–)-atlanticone C was thereby determined.


2012 ◽  
Vol 8 ◽  
pp. 1344-1351 ◽  
Author(s):  
James R Cochrane ◽  
Dong Hee Yoon ◽  
Christopher S P McErlean ◽  
Katrina A Jolliffe

The cyclic peptide core of the antifungal and antibiotic cyclic depsipeptide LI-F04a was synthesised by using a modified Yamaguchi macrolactonization approach. Alternative methods of macrolactonization (e.g., Corey–Nicolaou) resulted in significant epimerization of the C-terminal amino acid during the cyclization reaction. The D-stereochemistry of the alanine residue in the naturally occurring cyclic peptide may be required for the antifungal activity of this natural product.


Author(s):  
Dongseok Jang ◽  
Minchul Choi ◽  
Jinglong Chen ◽  
Chulbom Lee

2021 ◽  
Author(s):  
Xin Shu ◽  
Chong-Chong Chen ◽  
Tao Yu ◽  
Jiayi Yang ◽  
Xiangdong Hu

2021 ◽  
Vol 67 ◽  
pp. 152895
Author(s):  
Shu Takahashi ◽  
Aoi Kimishima ◽  
Tomoyasu Hirose ◽  
Takeshi Yamada ◽  
Akihiro Sugawara ◽  
...  

Tetrahedron ◽  
2021 ◽  
Vol 87 ◽  
pp. 132110
Author(s):  
Gullapalli Kumaraswamy ◽  
Vankudoth Ramesh ◽  
Swargam Vijaykumar

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