ChemInform Abstract: New Methods and Reagents in .Organic Synthesis. Part 55. Total Syntheses of Patellamides B and C, Cytotoxic Cyclic Peptides from a Tunicate.

1986 ◽  
Vol 17 (11) ◽  
Author(s):  
Y. HAMADA ◽  
M. SHIBATA ◽  
T. SHIOIRI
Author(s):  
Douglass Taber

Organic synthesis is a vibrant and rapidly evolving field; we can now cyclize amines directly onto alkenes. Like the first two books in this series, Organic Synthesis: State of the Art 2003-2005 and Organic Synthesis: State of the Art 2005-2007, this reference leads readers quickly to the most important recent developments. Two years of Taber's popular weekly online column, "Organic Chemistry Highlights", as featured on the organic-chemistry.org website, are consolidated here, with cumulative indices of all three volumes in this series. Important topics that are covered range from powerful new methods for C-C bond construction to asymmetric organocatalysis and direct C-H functionalization. This go-to reference focuses on the most important recent developments in organic synthesis, and includes a succinct analysis of the significance and applicability of each new synthetic method. It details and analyzes more than twenty complex total syntheses, including the Sammakia synthesis of the Macrolide RK-397, the Ley synthesis of Rapamycin, and the Kobayashi synthesis of (-)-Norzoanthamine.


1986 ◽  
Vol 51 (26) ◽  
pp. 5243-5252 ◽  
Author(s):  
Regan G. Shea ◽  
Jeffrey N. Fitzner ◽  
John E. Fankhauser ◽  
Andreas Spaltenstein ◽  
Philip A. Carpino ◽  
...  

2022 ◽  
Vol 13 (1) ◽  
Author(s):  
Masaya Nakajima ◽  
Yusuke Adachi ◽  
Tetsuhiro Nemoto

AbstractAlthough computational simulation-based natural product syntheses are in their initial stages of development, this concept can potentially become an indispensable resource in the field of organic synthesis. Herein we report the asymmetric total syntheses of several resveratrol dimers based on a comprehensive computational simulation of their biosynthetic pathways. Density functional theory (DFT) calculations suggested inconsistencies in the biosynthesis of vaticahainol A and B that predicted the requirement of structural corrections of these natural products. According to the computational predictions, total syntheses were examined and the correct structures of vaticahainol A and B were confirmed. The established synthetic route was applied to the asymmetric total synthesis of (−)-malibatol A, (−)-vaticahainol B, (+)-vaticahainol A, (+)-vaticahainol C, and (−)-albiraminol B, which provided new insight into the biosynthetic pathway of resveratrol dimers. This study demonstrated that computation-guided organic synthesis can be a powerful strategy to advance the chemical research of natural products.


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