Aminolysis of resin-bound N-nosylaziridine-2-carboxylic acids
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Aminolysis of resin-bound N-nosylaziridine-2-carboxylic acids. / Olsen, Christian A; Christensen, Caspar; Nielsen, Birgitte; Farah, Mohamed M; Mohamed, Farah M; Witt, Matthias; Clausen, Rasmus P; Kristensen, Jesper L; Franzyk, Henrik; Jaroszewski, Jerzy W.
In: Organic Letters, Vol. 8, No. 15, 2006, p. 3371-4.Research output: Contribution to journal › Journal article › Research › peer-review
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TY - JOUR
T1 - Aminolysis of resin-bound N-nosylaziridine-2-carboxylic acids
AU - Olsen, Christian A
AU - Christensen, Caspar
AU - Nielsen, Birgitte
AU - Farah, Mohamed M
AU - Mohamed, Farah M
AU - Witt, Matthias
AU - Clausen, Rasmus P
AU - Kristensen, Jesper L
AU - Franzyk, Henrik
AU - Jaroszewski, Jerzy W
PY - 2006
Y1 - 2006
N2 - [Structure: see text] Solid-phase synthesis is a rapidly developing area of organic chemistry, of particular importance for medicinal chemistry and chemical biology. Aziridines have previously only rarely been applied in solid-phase synthesis. In the present work, aminolysis of resin-bound, spring-loaded N-nitrobenzenesulfonyl-activated aziridine-2-carboxylic acids has been optimized and employed in the synthesis of a number of open-chain and heterocyclic scaffolds, including enantiopure products.
AB - [Structure: see text] Solid-phase synthesis is a rapidly developing area of organic chemistry, of particular importance for medicinal chemistry and chemical biology. Aziridines have previously only rarely been applied in solid-phase synthesis. In the present work, aminolysis of resin-bound, spring-loaded N-nitrobenzenesulfonyl-activated aziridine-2-carboxylic acids has been optimized and employed in the synthesis of a number of open-chain and heterocyclic scaffolds, including enantiopure products.
KW - Amino Alcohols
KW - Aziridines
KW - Carboxylic Acids
KW - Heterocyclic Compounds
KW - Molecular Structure
KW - Stereoisomerism
U2 - 10.1021/ol061304e
DO - 10.1021/ol061304e
M3 - Journal article
C2 - 16836408
VL - 8
SP - 3371
EP - 3374
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 15
ER -
ID: 42352810