First Enantioselective Total Synthesis of a Naturally Occurring Dolabellane. Revision of Absolute Configuration

1996 ◽  
Vol 118 (5) ◽  
pp. 1229-1230 ◽  
Author(s):  
E. J. Corey ◽  
Robert S. Kania
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Enantioselective Total Synthesis ◽  
Naturally Occurring

Concise Total Synthesis of (+)-Atlanticone C

Synlett ◽  
2020 ◽  
Vol 31 (16) ◽  
pp. 1598-1602 ◽  
Author(s):  
Thorsten Bach ◽  
Johanna Proessdorf ◽  
Andreas Zech ◽  
Christian Jandl
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Photochemical Reaction ◽  
Enantioselective Total Synthesis ◽  
Naturally Occurring ◽  
The Absolute

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.

ChemInform Abstract: Total Synthesis and Determination of the Absolute Configuration of FD-838, a Naturally Occurring Azaspirobicyclic Product.

ChemInform ◽  
2009 ◽  
Vol 40 (47) ◽  
Author(s):  
Yujiro Hayashi ◽  
Kuppusamy Sankar ◽  
Hayato Ishikawa ◽  
Yuriko Nozawa ◽  
Kazutoshi Mizoue ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Naturally Occurring ◽  
The Absolute

An efficient and enantioselective total synthesis of naturally occurring L-783277

2010 ◽  
Vol 51 (38) ◽  
pp. 4942-4946 ◽  
Author(s):  
Hwan Geun Choi ◽  
Jung Beom Son ◽  
Dong-Sik Park ◽  
Young Jin Ham ◽  
Jung-Mi Hah ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Enantioselective Total Synthesis ◽  
Naturally Occurring

Enantioselective Total Synthesis of (+)-Steenkrotin A and Determination of Its Absolute Configuration

2015 ◽  
Vol 22 (3) ◽  
pp. 959-970 ◽  
Author(s):  
Saiyong Pan ◽  
Beiling Gao ◽  
Jialei Hu ◽  
Jun Xuan ◽  
Hujun Xie ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Absolute Configuration ◽  
Enantioselective Total Synthesis
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