A Linchpin Synthesis of 6-Hydroxyceramides from Aziridine Aldehydes

2016 ◽  
Vol 18 (24) ◽  
pp. 6268-6271 ◽  
Author(s):  
Sean. K. Liew ◽  
Sherif J. Kaldas ◽  
Andrei K. Yudin
Keyword(s):  
Aziridine Aldehydes

Organocatalytic Synthesis of cis-2,3-Aziridine Aldehydes by a Postreaction Isomerization

2017 ◽  
Vol 19 (18) ◽  
pp. 5000-5003 ◽  
Author(s):  
Sebastian Frankowski ◽  
Jan Bojanowski ◽  
Maciej Saktura ◽  
Marta Romaniszyn ◽  
Piotr Drelich ◽  
...  
Keyword(s):  
Aziridine Aldehydes

scholarly journals Mechanistic investigation of aziridine aldehyde-driven peptide macrocyclization: the imidoanhydride pathway

2015 ◽  
Vol 6 (10) ◽  
pp. 5446-5455 ◽  
Author(s):  
Serge Zaretsky ◽  
Jennifer L. Hickey ◽  
Joanne Tan ◽  
Dmitry Pichugin ◽  
Megan A. St. Denis ◽  
...  
Keyword(s):  
Multicomponent Reaction ◽  
Mechanistic Investigation ◽  
Aziridine Aldehyde ◽  
Aziridine Aldehydes ◽  
Amino Amides

Aziridine aldehydes participate in a multicomponent reaction with α-amino amides and isocyanides to generate reactive imidoanhydride intermediates.

scholarly journals Step economy strategy for the synthesis of amphoteric aminoaldehydes, key intermediates for reduced hydantoins

2018 ◽  
Vol 90 (1) ◽  
pp. 121-132 ◽  
Author(s):  
Júlia L. Monteiro ◽  
Natália M. Moreira ◽  
Deborah A. dos Santos ◽  
Márcio W. Paixão ◽  
Arlene G. Corrêa
Keyword(s):  
Building Block ◽  
Unsaturated Aldehydes ◽  
Aziridine Aldehydes

AbstractDespite of the orthogonal reactivity of the N–H aziridines aldehyde, these compounds exist as an equilibrium of three different forms – whereas the dimeric one is mostly observed in a variety of solvents. In this work, we have developed an alternative protocol for the aminoaldehyde dimers synthesis in two steps starting with an organocatalyzed aziridination between α,β-unsaturated aldehydes and a protected amine to afford known isolable and stable N-protected aziridine aldehydes. After Boc-deprotection, dimeric species were immediately formed from monomeric N–H aziridine aldehydes. From this building-block new reduced hydantoins were prepared via [3+2]-annulation with isocyanates.

Bicycle synthesis through peptide macrocyclization using aziridine aldehydes followed by late stage disulfide bond installation

MedChemComm ◽  
2013 ◽  
Vol 4 (7) ◽  
pp. 1124-1128 ◽  
Author(s):  
Benjamin K. W. Chung ◽  
Jennifer L. Hickey ◽  
Conor C. G. Scully ◽  
Serge Zaretsky ◽  
Andrei K. Yudin
Keyword(s):  
Disulfide Bond ◽  
Late Stage ◽  
Disulfide Bonds ◽  
Aziridine Aldehydes

We present a method that can be applied to generate medium-sized peptidomimetic macrocycles equipped with disulfide bonds.

Stereocontrolled Transformations of trans α,β-Aziridine Aldehydes Toward Different Amino Hydroxylated Structures.

ChemInform ◽  
2006 ◽  
Vol 37 (35) ◽  
Author(s):  
Giuliana Righi ◽  
Simona Ciambrone ◽  
Carlo Bonini
Keyword(s):  
Aziridine Aldehydes

Role of Reversible Dimerization in Reactions of Amphoteric Aziridine Aldehydes

2012 ◽  
Vol 77 (13) ◽  
pp. 5613-5623 ◽  
Author(s):  
Naila Assem ◽  
Ryan Hili ◽  
Zhi He ◽  
Takahito Kasahara ◽  
Brittany L. Inman ◽  
...  
Keyword(s):  
Reversible Dimerization ◽  
Aziridine Aldehydes
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