TY - JOUR
T1 - Direct Catalytic Asymmetric Aldol Addition of an α-CF3 Amide to Arylglyoxal Hydrates
AU - Matsuzawa, Akinobu
AU - Noda, Hidetoshi
AU - Kumagai, Naoya
AU - Shibasaki, Masakatsu
N1 - Funding Information:
This work was supported by JST, ACT-C (JPMJCR12YO) and KAKENHI (Nos. 25713002 and 16K18856) from JSPS. This work was partially supported by JSPS KAKENHI Grant Number JP16H01043 in Precisely Designed Catalysts with Customized Scaffolding. N.K. thanks the Naito Foundation and Kumagai Foundation for Science and Technology for financial support. A.M. thanks JSPS for a predoctoral fellowship.
Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/8/4
Y1 - 2017/8/4
N2 - Direct asymmetric aldol addition of an α-CF3 amide to arylglyoxal hydrates was promoted by a chiral catalyst comprising a soft Lewis acidic Cu(I), a chiral bisphosphine ligand, and DBU. The 7-azaindoline moiety of the amide facilitates its enolization and stabilizes the thus-generated Cu enolate, furnishing enantioenriched aldol adducts.
AB - Direct asymmetric aldol addition of an α-CF3 amide to arylglyoxal hydrates was promoted by a chiral catalyst comprising a soft Lewis acidic Cu(I), a chiral bisphosphine ligand, and DBU. The 7-azaindoline moiety of the amide facilitates its enolization and stabilizes the thus-generated Cu enolate, furnishing enantioenriched aldol adducts.
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U2 - 10.1021/acs.joc.7b01381
DO - 10.1021/acs.joc.7b01381
M3 - Article
C2 - 28692298
AN - SCOPUS:85027017978
SN - 0022-3263
VL - 82
SP - 8304
EP - 8308
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 15
ER -