ChemInform Abstract: A Second-Generation Chemoenzymatic Total Synthesis of Platencin.

The second generation total synthesis of the neo-clerodane diterpenoid, methyl barbascoate, was accomplished in seven or nine linear steps via double enol triflation and subsequent palladium catalyzed double carbonylation, followed by regioselective samarium diiodide mediated conjugate reduction.

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Chemoenzymatic Total Synthesis of Hydromorphone by an Oxidative Dearomatization/Intramolecular [4 + 2] Cycloaddition Sequence: A Second-Generation Approach

The Journal of Organic Chemistry ◽

10.1021/acs.joc.6b01990 ◽

2016 ◽

Vol 81 (22) ◽

pp. 10930-10941 ◽

Cited By ~ 10

Author(s):

Lukas Rycek ◽

John J. Hayward ◽

Marwa Abdel Latif ◽

James Tanko ◽

Razvan Simionescu ◽

...

Keyword(s):

Total Synthesis ◽

Second Generation ◽

Oxidative Dearomatization

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Determination of the Absolute Stereochemistry and Asymmetric Total Synthesis of Madindolines A (I) and B (II): A Practical Improvement to a Second-Generation Approach from the First-Generation.

ChemInform ◽

10.1002/chin.200542228 ◽

2005 ◽

Vol 36 (42) ◽

Author(s):

Tomoyasu Hirose ◽

Toshiaki Sunazuka ◽

Daisuke Yamamoto ◽

Naoto Kojima ◽

Tatsuya Shirahata ◽

...

Keyword(s):

Total Synthesis ◽

First Generation ◽

Second Generation ◽

Asymmetric Total Synthesis ◽

The Absolute ◽

Absolute Stereochemistry

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ChemInform Abstract: Second-Generation Total Synthesis of (-)-Diversifolin (VIII).

ChemInform ◽

10.1002/chin.201029194 ◽

2010 ◽

Vol 41 (29) ◽

pp. no-no

Author(s):

Kazuma Tsuboi ◽

Tomoaki Nakamura ◽

Takahiro Suzuki ◽

Atsuo Nakazaki ◽

Susumu Kobayashi

Keyword(s):

Total Synthesis ◽

Second Generation

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Development of a Divergent Route to Erythrina Alkaloids

Synlett ◽

10.1055/s-0039-1690792 ◽

2020 ◽

Vol 31 (04) ◽

pp. 327-333 ◽

Cited By ~ 1

Author(s):

Jesper L. Kristensen ◽

Sebastian Clementson ◽

Mikkel Jessing ◽

Paulo J. Vital

Keyword(s):

Natural Products ◽

Total Synthesis ◽

19Th Century ◽

First Generation ◽

Second Generation ◽

Enantioselective Synthesis ◽

Third Generation ◽

Synthetic Strategy ◽

Erythrina Alkaloids ◽

The 19Th Century

Erythrina alkaloids were identified at the end of the 19th century and today, more than 100 members of the erythrinane family have been isolated. They are characterized by a unique tetracyclic, α-tertiary spiroamine scaffold. Herein we detail our efforts towards the development of a divergent enantioselective synthesis of (+)-dihydro-β-erythroidine (DHβE) – one of the most prominent members of this intriguing family of natural products.1 Introduction2 Synthetic Strategy2.1 First Generation2.2 Second Generation2.3 Third Generation2.3.1 Radical Endgame2.3.2 Completion of the Total Synthesis3 Conclusion

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Evolution of a Chemical Strategy Toward the Synthesis of Unsymmetrically Oxidized Nuphar Alkaloids

Synlett ◽

10.1055/s-0037-1611866 ◽

2019 ◽

Vol 30 (14) ◽

pp. 1632-1642

Author(s):

Jacob J. Lacharity ◽

Armen Zakarian

Keyword(s):

Total Synthesis ◽

First Generation ◽

Second Generation ◽

Third Generation ◽

Successful Strategy ◽

Synthesis Design ◽

Sulfonium Ylide ◽

Chemical Strategy

Here we describe the frustrations, joys, and unexpected turns experienced in our journey toward a successful strategy directed at the total synthesis of unsymmetrically oxidized Nuphar thioalkaloids. While many adjustments were made to our initial synthesis plan, our general approach to the construction of the central bis(spirothiolane) moiety remained unchanged. Specifically, each iteration of our synthesis design involved the formation of the thiaspirane motif through the stereodivergent coupling of a thietane with a metal carbenoid, followed by a Stevens-type rearrangement of the resulting sulfonium ylide.1 Introduction2 First-Generation Strategy3 Second-Generation Strategy4 Third-Generation Strategy5 Conclusion

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