TY - JOUR
T1 - Highly stereodivergent generation of the Z- and E-enolates of a β-amino ester via conjugate addition to methyl crotonate by using lithium N-benzyltrimethylsilylamide as a nitrogen nucleophile, and application to stereoselective aldol reactions
AU - Uyehara, Tadao
AU - Asao, Naoki
AU - Yamamoto, Yoshinori
PY - 1989/1/1
Y1 - 1989/1/1
N2 - Methods for highly stereoselective generation of both Z- and E-enolates of a β-amino ester have been developed on the basis of a conjugate addition of lithium N-benzyltrimethylsilylamide to methyl crotonate and applied to stereoselective synthesis of anti,syn- and syn,anti-β-amino-β′- hydroxy esters by treatment with aldehyde.
AB - Methods for highly stereoselective generation of both Z- and E-enolates of a β-amino ester have been developed on the basis of a conjugate addition of lithium N-benzyltrimethylsilylamide to methyl crotonate and applied to stereoselective synthesis of anti,syn- and syn,anti-β-amino-β′- hydroxy esters by treatment with aldehyde.
UR - http://www.scopus.com/inward/record.url?scp=37049075189&partnerID=8YFLogxK
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U2 - 10.1039/C39890000753
DO - 10.1039/C39890000753
M3 - Article
AN - SCOPUS:37049075189
SP - 753
EP - 754
JO - Chemical Communications
JF - Chemical Communications
SN - 1359-7345
IS - 12
ER -