Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines
Research output: Contribution to journal › Journal article › Research › peer-review
Standard
Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines. / Franzyk, H.; Crestey, F.; Witt, M.; Frydenvang, K.; Stærk, D.; Jaroszewski, J.
In: Synfacts, Vol. 7, 2008, p. 769.Research output: Contribution to journal › Journal article › Research › peer-review
Harvard
APA
Vancouver
Author
Bibtex
}
RIS
TY - JOUR
T1 - Microwave-Assisted Ring-Opening of Activated Aziridines with Resin-Bound Amines
AU - Franzyk, H.
AU - Crestey, F.
AU - Witt, M.
AU - Frydenvang, K.
AU - Stærk, D.
AU - Jaroszewski, J.
PY - 2008
Y1 - 2008
N2 - The solid-phase ring-opening of N-nosyl aziridines under microwave conditions is described. Thus, p-nitrobenzenesulfonyl (nosyl = Ns)-activated aziridines 2a-g were prepared from1,2-amino alcohols 1a-g with an excess amount of nosyl chloride (NsCl) in CH2Cl2-pyridine (2:1). The ring-opening of the aziridines 2a-g with resin-bound amines 3-5 gave the corresponding amines 6-12 in >25 to >95% yield with 63-97% purity after acidic cleavage. The glycine and proline derivatives 16-18 were also obtained from 13-15 in >95% yield with 93-97% purity.
AB - The solid-phase ring-opening of N-nosyl aziridines under microwave conditions is described. Thus, p-nitrobenzenesulfonyl (nosyl = Ns)-activated aziridines 2a-g were prepared from1,2-amino alcohols 1a-g with an excess amount of nosyl chloride (NsCl) in CH2Cl2-pyridine (2:1). The ring-opening of the aziridines 2a-g with resin-bound amines 3-5 gave the corresponding amines 6-12 in >25 to >95% yield with 63-97% purity after acidic cleavage. The glycine and proline derivatives 16-18 were also obtained from 13-15 in >95% yield with 93-97% purity.
U2 - 10.1055/s-2008-1078443
DO - 10.1055/s-2008-1078443
M3 - Journal article
VL - 7
SP - 769
JO - Synfacts
JF - Synfacts
SN - 1861-1958
ER -
ID: 147218725