TY - JOUR
T1 - Total synthesis of enantioenriched quinine
AU - Shiomi, Shinya
AU - Ishikawa, Hayato
N1 - Publisher Copyright:
© 2021 Society of Synthetic Organic Chemistry. All rights reserved.
PY - 2021/2/1
Y1 - 2021/2/1
N2 - For more than a century, quinine (1) has remained a persistent fascination to human beings for its use in medicine and chemistry. More recently, 1 has garnered increased attention due to its widespread application in the field of asymmetric catalysis. Although there is no doubt that the importance of 1, quinine and its derivatives are currently only available in economically viable quantities from the natural sources. From a synthetic standpoint, since Stork's stereoselective total synthesis of quinine (1) has been reported in 2001- and due to rapid progress in contemporary synthetic chemistry-several asymmetric total syntheses of quinine have been reported to date. New synthetic routes to 1 remain desirable and important, highlighted in the fact that four asymmetric approaches to quinine have been reported since 2018. This review article details strategies for the asymmetric total synthesis of quinine from the last two decades.
AB - For more than a century, quinine (1) has remained a persistent fascination to human beings for its use in medicine and chemistry. More recently, 1 has garnered increased attention due to its widespread application in the field of asymmetric catalysis. Although there is no doubt that the importance of 1, quinine and its derivatives are currently only available in economically viable quantities from the natural sources. From a synthetic standpoint, since Stork's stereoselective total synthesis of quinine (1) has been reported in 2001- and due to rapid progress in contemporary synthetic chemistry-several asymmetric total syntheses of quinine have been reported to date. New synthetic routes to 1 remain desirable and important, highlighted in the fact that four asymmetric approaches to quinine have been reported since 2018. This review article details strategies for the asymmetric total synthesis of quinine from the last two decades.
KW - Asymmetric synthesis
KW - Chinchona alkaloid
KW - Quinine
KW - Total synthesis
UR - http://www.scopus.com/inward/record.url?scp=85101836663&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85101836663&partnerID=8YFLogxK
U2 - 10.5059/yukigoseikyokaishi.79.145
DO - 10.5059/yukigoseikyokaishi.79.145
M3 - Article
AN - SCOPUS:85101836663
VL - 79
SP - 145
EP - 154
JO - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
JF - Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry
SN - 0037-9980
IS - 2
ER -