TY - JOUR
T1 - Highly stereoselective Diels-Alder reactions achieved on some hexopyranosidic templates
AU - Nagatsuka, T.
AU - Yamaguchi, S.
AU - Totani, K.
AU - Takao, K. I.
AU - Tadano, K. I.
PY - 2001
Y1 - 2001
N2 - The Diels-Alder reactions of some carbohydrate derivatives, as chiral acrylic esters, with cyclopentadiene proceed highly diastereoselectively to provide the adducts carrying a norbornene carboxylate. By reductive removal of the carbohydrate templates from the adducts, both 2S and 2R-enriched 5-norbornene-2-methanol are obtained.
AB - The Diels-Alder reactions of some carbohydrate derivatives, as chiral acrylic esters, with cyclopentadiene proceed highly diastereoselectively to provide the adducts carrying a norbornene carboxylate. By reductive removal of the carbohydrate templates from the adducts, both 2S and 2R-enriched 5-norbornene-2-methanol are obtained.
KW - Asymmetric synthesis
KW - Cyclopentadiene
KW - Diastereoselectivity
KW - Diels-Alder reaction
KW - Norbornene derivatives
UR - http://www.scopus.com/inward/record.url?scp=0035075035&partnerID=8YFLogxK
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U2 - 10.1055/s-2001-12333
DO - 10.1055/s-2001-12333
M3 - Article
AN - SCOPUS:0035075035
SN - 0936-5214
SP - 481
EP - 484
JO - Synlett
JF - Synlett
IS - 4
ER -