Convergent Asymmetric Synthesis of a Renin Inhibitor: A Highly Efficient Construction Method of Three Stereogenic Centers

2013 ◽  
Vol 17 (11) ◽  
pp. 1430-1439 ◽  
Author(s):  
Makoto Michida ◽  
Yoshihiro Takayanagi ◽  
Makoto Imai ◽  
Yukito Furuya ◽  
Kenichi Kimura ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Construction Method ◽  
Renin Inhibitor ◽  
Highly Efficient ◽  
Stereogenic Centers ◽  
Efficient Construction

Studies Toward an Asymmetric Synthesis of CP-263,114 and CP-225,917

2000 ◽  
Vol 65 (4) ◽  
pp. 490-510 ◽  
Author(s):  
Jean-François Devaux ◽  
Steven V. O'Neil ◽  
Nathalie Guillo ◽  
Leo A. Paquette
Keyword(s):  
Benzoic Acid ◽  
Asymmetric Synthesis ◽  
Claisen Rearrangement ◽  
Metal Reduction ◽  
Birch Reduction ◽  
Highly Efficient ◽  
Stereogenic Centers

An enantioselective approach to construction of the complex framework of the CP compounds is presented. The synthesis relies on initial elaboration of the two sidechains. The "upper" appendage was asymmetrically dihydroxylated with both AD-mix reagents in order to lend flexibility to the scheme and provide the necessary handle for evolving the additional stereogenic centers. These fragments were linked to benzoic acid via Birch reduction-alkylation and subsequent cuprate addition. A series of functionalization reactions including dissolving metal reduction, Claisen rearrangement, iodolactonization, regioselective epoxide cleavage-oxidation, and intramolecular Wadsworth-Emmons cyclization took advantage of highly efficient stereocontrol. However, this flexibility was thwarted when deprotonation of a penultimate intermediate failed to be regioselective in the proper direction.

scholarly journals Efficient construction of biologically important functionalized polycyclic spiro-fused carbocyclicoxindoles via an asymmetric organocatalytic quadruple-cascade reaction

RSC Advances ◽  
2017 ◽  
Vol 7 (4) ◽  
pp. 1863-1868 ◽  
Author(s):  
Wen Ren ◽  
Xiao-Yan Wang ◽  
Jing-Jing Li ◽  
Mao Tian ◽  
Jie Liu ◽  
...  
Keyword(s):  
Asymmetric Synthesis ◽  
Cascade Reaction ◽  
Stereogenic Centers ◽  
Efficient Construction

A cascade organocatalysis has been developed for the asymmetric synthesis of a highly functionalized polycyclic spiro-fused carbocyclicoxindoles containing five contiguous stereogenic centers with good diastereoselectivity and high enantioselectivity.

Bridge bearing solutions that facilitate quick and efficient bearing installation and bridge construction

2019 ◽  
Author(s):  
Simon Hoffmann ◽  
Amit Kutumbale ◽  
Danilo Della Ca'
Keyword(s):  
Load Distribution ◽  
Construction Method ◽  
Construction Process ◽  
Vital Function ◽  
Bridge Construction ◽  
Construction Methods ◽  
Efficient Construction ◽  
Critical Components ◽  
Bridge Bearing ◽  
Segmental Bridge

<p>A bridge’s bearings, arguably its most critical components, perform a vital function throughout the bridge’s service life, but the bearings used can also have a significant impact on the bridge construction process. Suitably designed adjustable bearings are an integral part of the incremental launch method of bridge construction, for instance, which can be a very efficient construction method. Adjustable bearings may also support other bridge construction methods, such as segmental bridge construction, where fixities/freedoms that applied during the construction phase require to be changed before the bridge enters service. Lifting bearings, the height of which can be increased, may enable a lack of precision in the structure to be tolerated, and measuring bearings may enable load distribution during bridge construction to be verified, where this is required by the construction method. Design features of otherwise standard bearings that support quick and high-quality installation can also contribute towards the efficiency of the overall bridge construction process, as can the use of bearing designs which minimize bearing size. Bearing solutions and features that facilitate bearing installation and bridge construction in ways such as these are described.</p>

o-(p-Methoxyphenylethynyl)phenyl Glycosides: Versatile New Glycosylation Donors for the Highly Efficient Construction of Glycosidic Linkages

2017 ◽  
Vol 139 (36) ◽  
pp. 12736-12744 ◽  
Author(s):  
Yang Hu ◽  
Ke Yu ◽  
Li-Li Shi ◽  
Lei Liu ◽  
Jing-Jing Sui ◽  
...  
Keyword(s):  
Highly Efficient ◽  
Efficient Construction

scholarly journals Advances on Greener Asymmetric Synthesis of Antiviral Drugs via Organocatalysis

2021 ◽  
Vol 14 (11) ◽  
pp. 1125
Author(s):  
Everton M. da Silva ◽  
Hérika D. A. Vidal ◽  
Arlene G. Corrêa
Keyword(s):  
Pharmaceutical Industry ◽  
Antiviral Activity ◽  
Asymmetric Synthesis ◽  
High Mortality ◽  
Viral Infections ◽  
Mortality Rates ◽  
Chiral Drugs ◽  
Stereogenic Centers ◽  
Synthetic Routes ◽  
New Compounds

Viral infections cause many severe human diseases, being responsible for remarkably high mortality rates. In this sense, both the academy and the pharmaceutical industry are continuously searching for new compounds with antiviral activity, and in addition, face the challenge of developing greener and more efficient methods to synthesize these compounds. This becomes even more important with drugs possessing stereogenic centers as highly enantioselective processes are required. In this minireview, the advances achieved to improve synthetic routes efficiency and sustainability of important commercially antiviral chiral drugs are discussed, highlighting the use of organocatalytic methods.

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