ChemInform Abstract: STUDIES ON ACTIVATING METHODS OF FUNCTIONAL GROUPS. PART XII. ENANTIOSELECTIVE SYNTHESIS OF PEPTIDES USING (1R)-3-HYDROXY-1,8,8-TRIMETHYL-3-AZABICYCLO(3.2.1)OCTANE-2,4-DIONE ((+)-N-HYDROXYCAMPHORIMIDE) AN ACTIVE ESTER GROUP

1985 ◽  
Vol 16 (49) ◽  
Author(s):  
K. TAKEDA ◽  
K. TSUBOYAMA ◽  
A. SUZUKI ◽  
H. OGURA
Keyword(s):  
Functional Groups ◽  
Ester Group ◽  
Enantioselective Synthesis ◽  
Active Ester

scholarly journals Direct access to spirocycles by Pd/WingPhos-catalyzed enantioselective cycloaddition of 1,3-enynes

2021 ◽  
Vol 12 (1) ◽  
Author(s):  
Long Li ◽  
Shan Wang ◽  
Pengfei Luo ◽  
Ran Wang ◽  
Zheng Wang ◽  
...  
Keyword(s):  
Drug Discovery ◽  
Functional Groups ◽  
Organic Synthesis ◽  
Enantioselective Synthesis ◽  
Direct Access ◽  
Cycloaddition Reactions ◽  
Drug Discovery And Development ◽  
Spirocyclic Compounds ◽  
And Control ◽  
By Products

AbstractSpirocycles play an important role in drug discovery and development. The direct, catalytic, and enantioselective synthesis of spirocycles from readily available starting materials and in an atom economic manner remains a highly sought-after task in organic synthesis. Herein, an enantioselective Pd-hydride-catalyzed cycloaddition method for the synthesis of spirocyclic compounds directly from two classes of commonly available starting materials, 1,3-enynes and cyclic carbon−hydrogen (C−H) bonds, is reported. The reactions employ a chiral Pd/WingPhos catalyst to both suppress the formation of bis-allenyl by-products and control the stereoselectivity. 1,3-Enynes are used as dielectrophilic four-carbon units in the cycloaddition reactions, which also enables an enyne substrate-directed enantioselectivity switch with good levels of stereocontrol. The present spirocycle synthesis tolerates a broad range of functional groups of 1,3-enyne substrates, including alcohols, esters, nitriles, halides, and olefins. A variety of diverse cyclic nucleophiles, including pharmaceutically important heterocycles and carbocycles, can be flexibly incorporated with spiro scaffolds.

Polynuclear Copper(I) Clusters Supported by Carboxylate Ligands with Coordinatively Active Ester Group

2012 ◽  
Vol 23 (3) ◽  
pp. 811-821 ◽  
Author(s):  
Oleksandr Hietsoi ◽  
Cristina Dubceac ◽  
Alexander S. Filatov ◽  
Marina A. Petrukhina
Keyword(s):  
Ester Group ◽  
Carboxylate Ligands ◽  
Active Ester

scholarly journals Bifunctional organocatalysts for the asymmetric synthesis of axially chiral benzamides

2017 ◽  
Vol 13 ◽  
pp. 1518-1523 ◽  
Author(s):  
Ryota Miyaji ◽  
Yuuki Wada ◽  
Akira Matsumoto ◽  
Keisuke Asano ◽  
Seijiro Matsubara
Keyword(s):  
Asymmetric Synthesis ◽  
Functional Groups ◽  
Enantioselective Synthesis ◽  
Chiral Compounds ◽  
Axially Chiral ◽  
Electrophilic Bromination ◽  
Mechanistic Investigations ◽  
Molecular Skeleton

Bifunctional organocatalysts bearing amino and urea functional groups in a chiral molecular skeleton were applied to the enantioselective synthesis of axially chiral benzamides via aromatic electrophilic bromination. The results demonstrate the versatility of bifunctional organocatalysts for the enantioselective construction of axially chiral compounds. Moderate to good enantioselectivities were afforded with a range of benzamide substrates. Mechanistic investigations were also carried out.

Alternating copolymerization of a surface-active monomer having an active ester group with dialkyl fumarates

Polymer ◽  
1995 ◽  
Vol 36 (24) ◽  
pp. 4675-4681 ◽  
Author(s):  
Kimiko Takahashi ◽  
Mika Suzuki ◽  
Junji Kido ◽  
Noriyuki Kuramoto ◽  
Katsutoshi Nagai
Keyword(s):  
Ester Group ◽  
Active Ester ◽  
Surface Active ◽  
Alternating Copolymerization

scholarly journals Catalytic, Enantioselective Synthesis of Allenyl Boronates

2018 ◽  
Author(s):  
De-Wei Gao ◽  
Yiyang Xiao ◽  
Mingyu Liu ◽  
Zhen Liu ◽  
Malkanthi K. Karunananda ◽  
...  
Keyword(s):  
Functional Groups ◽  
Enantioselective Synthesis

A method to achieve enantioselective 1,4-hydroboration of terminal enynes to access allenyl boronates under CuH catalysis is described. The reaction typically proceeds in a highly stereoselective manner and tolerates an array of synthetically useful functional groups. The utility of the enantioenriched allenyl boronate products is demonstrated through several representative downstream derivatizations.

Sign in / Sign up

Export Citation Format

Share Document