The first asymmetric total synthesis of lycoposerramine-R

2015 ◽  
Vol 13 (28) ◽  
pp. 7762-7771 ◽  
Author(s):  
Hiroaki Ishida ◽  
Shinya Kimura ◽  
Noriyuki Kogure ◽  
Mariko Kitajima ◽  
Hiromitsu Takayama
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
Wittig Reaction ◽  
New Method ◽  
Asymmetric Total Synthesis ◽  
Aldol Cyclization ◽  
The Absolute

The first asymmetric total synthesis of lycoposerramine-R was accomplished by a strategy featuring the stereoselective intramolecular aldol cyclization giving a cis-fused 5/6 bicyclic skeleton and a new method for the construction of the pyridone ring via the aza-Wittig reaction, thereby establishing the absolute configuration of the natural product.

Asymmetric Total Synthesis and Determination of the Absolute Configuration of (+)-Srilankenyne via Sequence-Sensitive Halogenations Guided by Conformational Analysis

2021 ◽  
Vol 23 (4) ◽  
pp. 1321-1326
Author(s):  
Hongjun Jang ◽  
Soo Yeon Kwak ◽  
Dongjoo Lee ◽  
Juan V. Alegre-Requena ◽  
Hyoungsu Kim ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Conformational Analysis ◽  
Absolute Configuration ◽  
Asymmetric Total Synthesis ◽  
The Absolute

scholarly journals De novo synthesis, structural assignment and biological evaluation of pseudopaline, a metallophore produced by Pseudomonas aeruginosa

2019 ◽  
Vol 10 (27) ◽  
pp. 6635-6641 ◽  
Author(s):  
Jian Zhang ◽  
Tianhu Zhao ◽  
Rongwen Yang ◽  
Ittipon Siridechakorn ◽  
Sanshan Wang ◽  
...  
Keyword(s):  
Pseudomonas Aeruginosa ◽  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
De Novo ◽  
Biological Evaluation ◽  
De Novo Synthesis ◽  
Structural Assignment ◽  
The Absolute

The first total synthesis and isolation of pseudopaline was reported, which allows determination and confirmation of the absolute configuration of the natural product.

Total synthesis of (+)-(S)-angustureine and the determination of the absolute configuration of the natural product angustureine

2005 ◽  
Vol 16 (4) ◽  
pp. 827-831 ◽  
Author(s):  
Chumpol Theeraladanon ◽  
Mitsuhiro Arisawa ◽  
Masako Nakagawa ◽  
Atsushi Nishida
Keyword(s):  
Total Synthesis ◽  
Natural Product ◽  
Absolute Configuration ◽  
The Absolute

Asymmetric synthesis of machilin C and its analogue

2010 ◽  
Vol 64 (5) ◽  
Author(s):  
Yamu Xia ◽  
Wei Wang
Keyword(s):  
Total Synthesis ◽  
Asymmetric Synthesis ◽  
Absolute Configuration ◽  
Asymmetric Induction ◽  
Mitsunobu Reaction ◽  
Asymmetric Total Synthesis ◽  
Twelve Steps ◽  
The Absolute

AbstractFull details of the asymmetric total synthesis of erythro-8-O-4′-neolignan, machilin C, and its analogue perseal A are reported. The synthesis was involved in the Sharpless dihydroxylation reaction that occurred with excellent asymmetric induction, and the Mitsunobu reaction which occurred with inversion of the absolute configuration from the threo to the erythro isomer. The synthesis was achieved from simple vanillin in eight to twelve steps.

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