Study of Enantioselective Catalysis of Nitroso-Diels-Alder Reaction on Solid Support

2017 ◽  
Vol 2 (14) ◽  
pp. 3987-3992 ◽  
Author(s):  
Leona Krátká ◽  
Jan Hlaváč
Keyword(s):  
Alder Reaction ◽  
Solid Support ◽  
Diels Alder ◽  
Enantioselective Catalysis ◽  
Diels Alder Reaction

scholarly journals Screening of metal ions and organocatalysts on solid support-coupled DNA oligonucleotides guides design of DNA-encoded reactions

2019 ◽  
Vol 10 (45) ◽  
pp. 10481-10492 ◽  
Author(s):  
Marco Potowski ◽  
Florian Losch ◽  
Elena Wünnemann ◽  
Janina K. Dahmen ◽  
Silvia Chines ◽  
...  
Keyword(s):  
Drug Discovery ◽  
Dna Sequences ◽  
Solid Phase ◽  
Alder Reaction ◽  
Solid Support ◽  
Diels Alder ◽  
Dna Oligonucleotides ◽  
Compound Libraries ◽  
Diels Alder Reaction ◽  
Selection Of

DNA-encoded compound libraries are widely used in drug discovery. Screening of catalysts for compatibility with solid phase-coupled DNA sequences guided the selection of encoded reactions, exemplified by a Zn(II)-mediated aza-Diels–Alder reaction.

Solid-Phase Organic Synthesis of Dexoxadrol Analogues

2013 ◽  
Vol 66 (1) ◽  
pp. 93 ◽  
Author(s):  
Michael Sax ◽  
Bernhard Wünsch
Keyword(s):  
Solid Phase ◽  
Alder Reaction ◽  
Solid Support ◽  
Diels Alder ◽  
Piperidine Ring ◽  
Phase Synthesis ◽  
Diels Alder Reaction ◽  
Conjugate Reduction ◽  
Solid Phase Organic Synthesis ◽  
Danishefsky's Diene

A solid-phase synthesis of dexoxadrol analogues like-13 and unlike-13 bearing an oxo group in the 4-position of the piperidine ring has been developed using aminomethyl substituted polystyrene resin as solid support. The synthesis comprises a hetero-Diels–Alder reaction of imine 7b with Danishefsky’s diene 8 in the presence of the Lewis acid Yb(OTf)3 and a conjugate reduction of the double bond of 9b with LiBHEt3 and BF3. The cleavage of the product from the solid support was performed with 1-chloroethyl chloroformate. All transformations on the solid support and additionally the cleavage reaction had to be compatible with the large and acid labile acetalic 1,3-dioxolane moiety in 2-position of the piperidine ring. The oxodexoxadrol derivative 12 was obtained in an overall yield of 17 %.

Anti-Metallocene Antibodies: A New Approach to Enantioselective Catalysis of the Diels-Alder Reaction

1995 ◽  
Vol 117 (27) ◽  
pp. 7041-7047 ◽  
Author(s):  
Jari T. Yli-Kauhaluoma ◽  
Jon A. Ashley ◽  
Chih-Hung Lo ◽  
Lee Tucker ◽  
Mary M. Wolfe ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Enantioselective Catalysis ◽  
New Approach ◽  
Diels Alder Reaction
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