TY - JOUR
T1 - Lanthanide(III) catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals
T2 - Catalytic asymmetric route to monosaccharides
AU - Mikam, Koichi
AU - Terada, Masahiro
AU - Nakai, Takeshi
N1 - Funding Information:
Acknowledgment: This research was partially supported by a Grant-in-Aid Areas from the Ministry of Education, Science and Culture, Japan.
PY - 1991
Y1 - 1991
N2 - The Pr-, Eu- and Ho(dppm)3 catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals are described, where remarkably high anti-diastereofacial selection is achieved. Thus, the asymmetrc synthesis of 2-deoxy-D-ribonolactone and formal synthesis of 2-amino-2-deoxy-D-pentose by the lanthanide(III) catalyzed aldol reaction with ketene silyl acetals of acetate and a-chloroacetate, respectively are described.
AB - The Pr-, Eu- and Ho(dppm)3 catalyzed aldol reactions of glyceraldehyde acetonide with ketene silyl acetals are described, where remarkably high anti-diastereofacial selection is achieved. Thus, the asymmetrc synthesis of 2-deoxy-D-ribonolactone and formal synthesis of 2-amino-2-deoxy-D-pentose by the lanthanide(III) catalyzed aldol reaction with ketene silyl acetals of acetate and a-chloroacetate, respectively are described.
UR - http://www.scopus.com/inward/record.url?scp=0026072361&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0026072361&partnerID=8YFLogxK
U2 - 10.1016/S0957-4166(00)86145-5
DO - 10.1016/S0957-4166(00)86145-5
M3 - Article
AN - SCOPUS:0026072361
SN - 0957-4166
VL - 2
SP - 993
EP - 996
JO - Tetrahedron: Asymmetry
JF - Tetrahedron: Asymmetry
IS - 10
ER -