The effect of backbone flexibility on site-selective modification of macrocycles

2016 ◽  
Vol 14 (43) ◽  
pp. 10230-10237 ◽  
Author(s):  
Conor C. G. Scully ◽  
Christopher J. White ◽  
Andrei K. Yudin
Keyword(s):  
Ring Opening ◽  
Backbone Flexibility ◽  
Peptide Scaffolds ◽  
Site Selective ◽  
Macrocyclic Peptide

The interplay of rotatable backbone torsions determines the ring-opening regioselectivity of electrophilic aziridines in macrocyclic peptide scaffolds.

Construction of tetralin skeletons based on rhodium-catalysed site-selective ring opening of benzocyclobutenols

2015 ◽  
Vol 51 (10) ◽  
pp. 1882-1885 ◽  
Author(s):  
Naoki Ishida ◽  
Norikazu Ishikawa ◽  
Shota Sawano ◽  
Yusuke Masuda ◽  
Masahiro Murakami
Keyword(s):  
Ring Opening ◽  
Rhodium Complex ◽  
Selective Ring Opening ◽  
Site Selective

A rhodium complex induces site-selective alkene insertion into the C(sp2)–C(sp3) bond of benzocyclobutenols to furnish tetralins diastereoselectively.

An Integrated Imaging Probe Design: The Synthesis of99mTc/Re-Containing Macrocyclic Peptide Scaffolds

2014 ◽  
Vol 21 (2) ◽  
pp. 568-578 ◽  
Author(s):  
Jennifer L. Hickey ◽  
Emily J. Simpson ◽  
Jinqiang Hou ◽  
Leonard G. Luyt
Keyword(s):  
Probe Design ◽  
Imaging Probe ◽  
Peptide Scaffolds ◽  
Macrocyclic Peptide

Synthesis of Mixed α/β2,2-Peptides by Site-Selective Ring-Opening of Cyclic Quaternary Sulfamidates

2015 ◽  
Vol 17 (23) ◽  
pp. 5804-5807 ◽  
Author(s):  
Nuria Mazo ◽  
Iván García-González ◽  
Claudio D. Navo ◽  
Francisco Corzana ◽  
Gonzalo Jiménez-Osés ◽  
...  
Keyword(s):  
Ring Opening ◽  
Selective Ring Opening ◽  
Site Selective

scholarly journals Bidirectional cross metathesis and ring-closing metathesis/ring opening of a C 2-symmetric building block: a strategy for the synthesis of decanolide natural products

2013 ◽  
Vol 9 ◽  
pp. 2544-2555 ◽  
Author(s):  
Bernd Schmidt ◽  
Oliver Kunz
Keyword(s):  
Building Block ◽  
Ring Opening ◽  
Kinetic Resolution ◽  
Membered Ring ◽  
Ring Closure ◽  
Ring Closing Metathesis ◽  
Cross Metathesis ◽  
Key Steps ◽  
A Site ◽  
Site Selective

Starting from the conveniently available ex-chiral pool building block (R,R)-hexa-1,5-diene-3,4-diol, the ten-membered ring lactones stagonolide E and curvulide A were synthesized using a bidirectional olefin-metathesis functionalization of the terminal double bonds. Key steps are (i) a site-selective cross metathesis, (ii) a highly diastereoselective extended tethered RCM to furnish a (Z,E)-configured dienyl carboxylic acid and (iii) a Ru–lipase-catalyzed dynamic kinetic resolution to establish the desired configuration at C9. Ring closure was accomplished by macrolactonization. Curvulide A was synthesized from stagonolide E through Sharpless epoxidation.

Rh-Catalyzed C–C/C–N bond formation via C–H activation: synthesis of 2H-indazol-2-yl-benzo[a]carbazoles

2019 ◽  
Vol 6 (23) ◽  
pp. 3885-3890 ◽  
Author(s):  
Sundaravel Vivek Kumar ◽  
Sonbidya Banerjee ◽  
Tharmalingam Punniyamurthy
Keyword(s):  
Ring Opening ◽  
Bond Formation ◽  
Mechanistic Studies ◽  
Site Selective

Rh-Catalyzed site-selective C–H activation and ring opening/cyclization of 7-azabenzonorbornadienes with aryl-2H-indazoles is developed to furnish indazolyl-benzocarbazole frameworks. Substrate scope and mechanistic studies are important practical features.

Cu-Catalyzed Site-Selective and Enantioselective Ring Opening of Cyclic Diaryliodoniums with 1,2,3-Triazoles

2020 ◽  
Vol 22 (16) ◽  
pp. 6441-6446 ◽  
Author(s):  
Zengyin Chao ◽  
Mingming Ma ◽  
Zhenhua Gu
Keyword(s):  
Ring Opening ◽  
Site Selective

Ring Opening/Site Selective Cleavage in N-Acyl Glutarimide to Synthesize Primary Amides

2021 ◽  
Vol 23 (5) ◽  
pp. 1600-1605 ◽  
Author(s):  
Karthick Govindan ◽  
Wei-Yu Lin
Keyword(s):  
Ring Opening ◽  
Site Selective

Frontispiece: An Integrated Imaging Probe Design: The Synthesis of99mTc/Re-Containing Macrocyclic Peptide Scaffolds

2015 ◽  
Vol 21 (2) ◽  
pp. n/a-n/a
Author(s):  
Jennifer L. Hickey ◽  
Emily J. Simpson ◽  
Jinqiang Hou ◽  
Leonard G. Luyt
Keyword(s):  
Probe Design ◽  
Imaging Probe ◽  
Peptide Scaffolds ◽  
Macrocyclic Peptide

scholarly journals Corrigendum: Exocyclic Control of Turn Induction in Macrocyclic Peptide Scaffolds

2014 ◽  
Vol 20 (11) ◽  
pp. 2983-2983
Author(s):  
Serge Zaretsky ◽  
Conor C. G. Scully ◽  
Alan J. Lough ◽  
Andrei K. Yudin
Keyword(s):  
Peptide Scaffolds ◽  
Macrocyclic Peptide
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