TY - JOUR
T1 - A novel enantioselective reaction. Palladium-catalyzed enantiodistinctive reaction of bicyclic allylic compounds
AU - Daimon, Hisashi
AU - Ogawa, Ryohei
AU - Itagaki, Shuichi
AU - Shimizu, Isao
PY - 2004/9/5
Y1 - 2004/9/5
N2 - Reaction of (±)-2β-acetoxy-4aβ-methyl-2,3,4,4a,5,6,7,8- octahydronaphthalene (4) with dimethyl malonate anion in the presence of a catalytic amount of [(1-Me-allyl)PdCl]2 and (S)-(-)-BINAP proceeded enantiodistinctively to give both the nucleophilic substituted product (2S,4aS)-5 and the diene (R)-6 as the elimination product in considerable enantiomeric excesses.
AB - Reaction of (±)-2β-acetoxy-4aβ-methyl-2,3,4,4a,5,6,7,8- octahydronaphthalene (4) with dimethyl malonate anion in the presence of a catalytic amount of [(1-Me-allyl)PdCl]2 and (S)-(-)-BINAP proceeded enantiodistinctively to give both the nucleophilic substituted product (2S,4aS)-5 and the diene (R)-6 as the elimination product in considerable enantiomeric excesses.
UR - http://www.scopus.com/inward/record.url?scp=9344260830&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=9344260830&partnerID=8YFLogxK
U2 - 10.1246/cl.2004.1222
DO - 10.1246/cl.2004.1222
M3 - Article
AN - SCOPUS:9344260830
SN - 0366-7022
VL - 33
SP - 1222
EP - 1223
JO - Chemistry Letters
JF - Chemistry Letters
IS - 9
ER -