scholarly journals Highly efficient synthesis of C3-symmetric O-alkyl substituted triphenylenes and related Mannich derivatives

2018 ◽  
Vol 5 (16) ◽  
pp. 2458-2462 ◽  
Author(s):  
Giacomo Berton ◽  
Giuseppe Borsato ◽  
Roberta Zangrando ◽  
Andrea Gambaro ◽  
Fabrizio Fabris ◽  
...  
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Highly Efficient ◽  
Selective Ring Opening

C3-Symmetric tris-benzyl-O-substituted hexahydroxytriphenylene (HHTP) was prepared through selective ring opening with DIBAL-H in 48% yield (38% from HHTP in a two-step synthesis).

scholarly journals Ring-opening functionalizations of unstrained cyclic amines enabled by difluorocarbene transfer

2020 ◽  
Vol 11 (1) ◽  
Author(s):  
Youyoung Kim ◽  
Joon Heo ◽  
Dongwook Kim ◽  
Sukbok Chang ◽  
Sangwon Seo
Keyword(s):  
Natural Products ◽  
Chemical Synthesis ◽  
Ring Opening ◽  
Chemical Space ◽  
Molecular Properties ◽  
Cyclic Amines ◽  
Highly Efficient ◽  
Practical Strategy ◽  
Selective Ring Opening ◽  
Unique Chemical

Abstract Chemical synthesis based on the skeletal variation has been prolifically utilized as an attractive approach for modification of molecular properties. Given the ubiquity of unstrained cyclic amines, the ability to directly alter such motifs would grant an efficient platform to access unique chemical space. Here, we report a highly efficient and practical strategy that enables the selective ring-opening functionalization of unstrained cyclic amines. The use of difluorocarbene leads to a wide variety of multifaceted acyclic architectures, which can be further diversified to a range of distinctive homologative cyclic scaffolds. The virtue of this deconstructive strategy is demonstrated by successful modification of several natural products and pharmaceutical analogues.

A highly efficient metal-free protocol for the synthesis of linear polydicyclopentadiene

2021 ◽  
Author(s):  
Xuejin Yang ◽  
Laura M. Murphy ◽  
Farihah M. Haque ◽  
Scott M. Grayson ◽  
Andrew J. Boydston
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Ring Opening Metathesis Polymerization ◽  
Free Ring ◽  
Metathesis Polymerization ◽  
Metal Free ◽  
Highly Efficient

We have developed a highly efficient synthesis of linear polydicyclopentadiene (pDCPD) via photoredox mediated metal-free ring-opening metathesis polymerization (MF-ROMP) and investigated the Tg–Mn dependence of linear pDCPD.

scholarly journals Preparation of a highly efficient Pt/USY catalyst for hydrogenation and selective ring-opening reaction of tetralin

2018 ◽  
Vol 15 (3) ◽  
pp. 605-612 ◽  
Author(s):  
Qi Wang ◽  
Zhang-Gui Hou ◽  
Bo Zhang ◽  
Jian Liu ◽  
Wei-Yu Song ◽  
...  
Keyword(s):  
Ring Opening ◽  
Highly Efficient ◽  
Ring Opening Reaction ◽  
Selective Ring Opening

Highly efficient regio-selective ring-opening nucleophilic fluorination of aziridines and azetidines: access to β- or γ-fluorinated amino acid derivatives

2019 ◽  
Vol 17 (15) ◽  
pp. 3797-3804 ◽  
Author(s):  
Liping Zhu ◽  
Jiale Xiong ◽  
Junkai An ◽  
Nannan Chen ◽  
Jijun Xue ◽  
...  
Keyword(s):  
Amino Acid ◽  
Ring Opening ◽  
Amino Acid Derivatives ◽  
Highly Efficient ◽  
Selective Ring Opening ◽  
Nucleophilic Fluorination

The strategy is mild and efficient, useful in synthesizing β- or γ-fluorinated amines and enantioenriched β-fluoro-α-amino acid derivatives.

Highly efficient synthesis of β-nitrate ester carboxamides through the ring-opening of 2-oxazolines

2017 ◽  
Vol 19 (24) ◽  
pp. 5789-5793 ◽  
Author(s):  
Kai Qiao ◽  
Xin Yuan ◽  
Li Wan ◽  
Ming-Wei Zheng ◽  
Dong Zhang ◽  
...  
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Nitrate Ester ◽  
Highly Efficient ◽  
Novel Method

A novel method for the synthesis of β-nitrate ester carboxamides using non-corrosivetert-butyl nitrite (TBN) as the nitro source and easily available oxygen as the oxidant has been developed.

scholarly journals Synthesis of enantiomerically pure N-(2,3-dihydroxypropyl)arylamides via oxidative esterification

2013 ◽  
Vol 9 ◽  
pp. 2129-2136 ◽  
Author(s):  
Akula Raghunadh ◽  
Satish S More ◽  
T Krishna Chaitanya ◽  
Yadla Sateesh Kumar ◽  
Suresh Babu Meruva ◽  
...  
Keyword(s):  
Ring Opening ◽  
Efficient Synthesis ◽  
Enantiomerically Pure ◽  
Step Process ◽  
Oxidative Esterification ◽  
Highly Efficient ◽  
Chiral Purity ◽  
High Yields ◽  
Nitrogen Heterocyclic

A highly efficient synthesis of enantiomerically pure (S) and (R)-isomers of N-(2,3-dihydroxypropyl)arylamides has been developed with good overall yields in a two step process. The key step involves the ring opening of the chiral epoxide with a nitrogen heterocyclic carbene (NHC) and further rearrangement to chiral N-(2,3-dihydroxypropyl)arylamides in high yields and enantioselectivity. During the reaction, no erosion in chiral purity was observed.

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