TY - JOUR
T1 - Concise synthesis of C-1-cyano-iminosugars via a new Staudinger/aza Wittig/Strecker multicomponent reaction strategy
AU - Zoidl, Manuel
AU - Müller, Bernhard
AU - Torvisco Gomez, Ana
AU - Tysoe, Christina
AU - Benazza, Mohamed
AU - Siriwardena, Aloysius
AU - Withers, Stephen
AU - Wrodnigg, Tanja
PY - 2014
Y1 - 2014
N2 - A new Staudinger/aza Wittig/Strecker multicomponent reaction sequence to C-1-cyano iminoalditols has been developed. When applied to 5-azidodeoxy-d-xylose and -d-glucose as substrates the method leads smoothly in good yield and with excellent stereoselectivity to respectively, 1,5-dideoxy-1,5-imino-d-idurono nitrile and 2,6-didesoxy-2,6-imino-d-glycero-d-ido-heptononitrile.
AB - A new Staudinger/aza Wittig/Strecker multicomponent reaction sequence to C-1-cyano iminoalditols has been developed. When applied to 5-azidodeoxy-d-xylose and -d-glucose as substrates the method leads smoothly in good yield and with excellent stereoselectivity to respectively, 1,5-dideoxy-1,5-imino-d-idurono nitrile and 2,6-didesoxy-2,6-imino-d-glycero-d-ido-heptononitrile.
U2 - 10.1016/j.bmcl.2014.03.069
DO - 10.1016/j.bmcl.2014.03.069
M3 - Article
SN - 1464-3405
VL - 24
SP - 2777
EP - 2780
JO - Bioorganic & Medicinal Chemistry Letters
JF - Bioorganic & Medicinal Chemistry Letters
ER -