TY - JOUR
T1 - Pyrrolidine-camphor derivative as an organocatalyst for asymmetic michael additions of α,α-disubstituted aldehydes to β-nitroalkenes
T2 - Construction of quaternary carbon-bearing aldehydes under solvent-free conditions
AU - Chang, Chihliang
AU - Li, Ssu Hsien
AU - Reddy, Raju Jannapu
AU - Chen, Kwunmin
PY - 2009/6
Y1 - 2009/6
N2 - A novel pyrrolidine-camphor organocatalyst 3 was designed, synthesized and proven to be an efficient catalyst for the asymmetric Michael reaction. Treatment of α,α-disubstituted aldehydes with β-nitroalkenes in the presence of 20 mol% organocatalyst 3 and 20 mol% benzoic acid under solvent-free conditions provided the desired Michael product possessing an all-carbon quaternary center with high chemical yields (up to 99% yield) and high levels of enantioselectivities (up to 95% ee).
AB - A novel pyrrolidine-camphor organocatalyst 3 was designed, synthesized and proven to be an efficient catalyst for the asymmetric Michael reaction. Treatment of α,α-disubstituted aldehydes with β-nitroalkenes in the presence of 20 mol% organocatalyst 3 and 20 mol% benzoic acid under solvent-free conditions provided the desired Michael product possessing an all-carbon quaternary center with high chemical yields (up to 99% yield) and high levels of enantioselectivities (up to 95% ee).
KW - Asymmetric catalysis
KW - Michael reaction
KW - Quaternary carbon centers
KW - Solventfree reaction
KW - β-nitroalkenes
UR - http://www.scopus.com/inward/record.url?scp=67549084539&partnerID=8YFLogxK
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U2 - 10.1002/adsc.200800771
DO - 10.1002/adsc.200800771
M3 - Article
AN - SCOPUS:67549084539
SN - 1615-4150
VL - 351
SP - 1273
EP - 1278
JO - Advanced Synthesis and Catalysis
JF - Advanced Synthesis and Catalysis
IS - 9
ER -