TY - JOUR
T1 - Asymmetric Michael Reaction of α-CF3 Thioester and α,β-Unsaturated Aldehyde Catalyzed by Diphenylprolinol Silyl Ether
AU - Hayashi, Yujiro
AU - Yamada, Tomoaki
AU - Sato, Misaki
AU - Watanabe, Shoya
AU - Kwon, Eunsang
AU - Iwasaki, Kotaro
AU - Umemiya, Shigenobu
N1 - Funding Information:
This work was supported by JSPS Kakenhi (Grant No. JP18H04641) in Hybrid Catalysis for Enabling Molecular Synthesis on Demand.
Publisher Copyright:
Copyright © 2019 American Chemical Society.
PY - 2019/6/18
Y1 - 2019/6/18
N2 - Asymmetric Michael reaction of α-CF3 thioester and α,β-unsaturated aldehyde is catalyzed by diphenylprolinol silyl ether to afford the trifluoromethyl substituted Michael product with excellent enantioselectivity. Although the Michael products were generated as a mixture of syn- and anti-isomers, they can be transformed to single isomers of other useful compounds, such as lactone, lactam, piperidine, dihydropyran containing trifluoromethyl groups, or fluoro substituents.
AB - Asymmetric Michael reaction of α-CF3 thioester and α,β-unsaturated aldehyde is catalyzed by diphenylprolinol silyl ether to afford the trifluoromethyl substituted Michael product with excellent enantioselectivity. Although the Michael products were generated as a mixture of syn- and anti-isomers, they can be transformed to single isomers of other useful compounds, such as lactone, lactam, piperidine, dihydropyran containing trifluoromethyl groups, or fluoro substituents.
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U2 - 10.1021/acs.orglett.9b01774
DO - 10.1021/acs.orglett.9b01774
M3 - Article
C2 - 31247799
AN - SCOPUS:85068315648
VL - 21
SP - 5183
EP - 5186
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 13
ER -