TY - JOUR
T1 - Iodonium Ion Promoted Cyclization
T2 - A Convenient Approach to Glycosyl Donors of 3-Deoxy-D-manno-2-octulosonic Acid (KDO)
AU - Van Der Klein, Pieter A.M.
AU - Boons, Geert J.P.H.
AU - Veeneman, Gerrit H.
AU - Van Der Marel, Gijs A.
AU - Van Boom, Jacques H.
PY - 1990/6/1
Y1 - 1990/6/1
N2 - Cyclization of methyl 3-deoxy-4,5:7,8-di-O-isopropylidene-D-manno-octulonate diethyl dithioacetal with iodonium sym-dicollidine perchlorate or N-iodosuccinimide yields methyl 2,3-dideoxy-4,5:7,8-di-O-isopropylidene-D-manno-oct-2-enulosonate (KDO-glycal) or the ethyl 2-thio-α-glycoside of 3-deoxy-D-manno-2-octulosonic acid, respectively. The latter compounds can be employed as glycosyl donors of 3-deoxy-D-manno-2-octulosonic acid.
AB - Cyclization of methyl 3-deoxy-4,5:7,8-di-O-isopropylidene-D-manno-octulonate diethyl dithioacetal with iodonium sym-dicollidine perchlorate or N-iodosuccinimide yields methyl 2,3-dideoxy-4,5:7,8-di-O-isopropylidene-D-manno-oct-2-enulosonate (KDO-glycal) or the ethyl 2-thio-α-glycoside of 3-deoxy-D-manno-2-octulosonic acid, respectively. The latter compounds can be employed as glycosyl donors of 3-deoxy-D-manno-2-octulosonic acid.
UR - http://www.scopus.com/inward/record.url?scp=85043763359&partnerID=8YFLogxK
U2 - 10.1055/s-1990-21073
DO - 10.1055/s-1990-21073
M3 - Article
AN - SCOPUS:85043763359
SN - 0936-5214
VL - 1990
SP - 311
EP - 313
JO - Synlett
JF - Synlett
IS - 6
ER -