TY - JOUR
T1 - The Stereocontrolled Construction of the Adjacent Tertiary Carbons by Using the Michael Addition
AU - Yamaguchi, Masahiko
PY - 1986
Y1 - 1986
N2 - The stereocontrolled construction of the adjacent tertiary carbons is important in the synthesis of various natural products. By conducting the Michael addition of ester and amide enolates to a, β-unsaturated esters under appropriate reaction conditions, glutaric acid derivatives with definite relative and absolute configuration are prepared. In combination with intramolecular carbon-carbon bond formation, the process is extended to the stereoselective formation of extracyclic chiral centers, and successfully applied to the synthesis of (+)-dehydroiridodiol. Several other approaches to the stereoselective synthesis of adjacent tertiary carbons are also included.
AB - The stereocontrolled construction of the adjacent tertiary carbons is important in the synthesis of various natural products. By conducting the Michael addition of ester and amide enolates to a, β-unsaturated esters under appropriate reaction conditions, glutaric acid derivatives with definite relative and absolute configuration are prepared. In combination with intramolecular carbon-carbon bond formation, the process is extended to the stereoselective formation of extracyclic chiral centers, and successfully applied to the synthesis of (+)-dehydroiridodiol. Several other approaches to the stereoselective synthesis of adjacent tertiary carbons are also included.
UR - http://www.scopus.com/inward/record.url?scp=85011238600&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85011238600&partnerID=8YFLogxK
U2 - 10.5059/yukigoseikyokaishi.44.405
DO - 10.5059/yukigoseikyokaishi.44.405
M3 - Article
AN - SCOPUS:85011238600
VL - 44
SP - 405
EP - 420
JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
SN - 0037-9980
IS - 5
ER -