TY - JOUR
T1 - A Modularly Designed Supramolecular Organocatalyst as an Effective Stimulant for the Highly Asymmetric Michael Addition of Ketones to Nitro Olefins
AU - Ramachary, Dhevalapally B.
AU - Shruthi, Kodambahalli S.
AU - Madhavachary, R.
PY - 2015/9/1
Y1 - 2015/9/1
N2 - The asymmetric modularly designed supramolecular organocatalytic nitro olefin-ketone Michael addition of a variety of functionally rich nitro olefins with ketones was explored. The modularly designed supramolecular organocatalytic Michael reaction is characterized by a high rate, high chemoselectivity, high diastereoselectivity, high enantioselectivity, mild reaction conditions, readily available substrates/catalysts with simple operations, and excellent yields with a broad spectrum of functionally rich substrates. This method constitutes an alternative to previously known organocatalytic Michael reactions. We demonstrate the power of a supramolecular organocatalyst as an excellent stimulant for the highly reactive Michael addition of various ketones with functionally rich (E)-nitro olefins under ambient conditions to furnish enantiomerically pure carbamates and tetrahydroacridines; Cbz = benzyloxycarbonyl.
AB - The asymmetric modularly designed supramolecular organocatalytic nitro olefin-ketone Michael addition of a variety of functionally rich nitro olefins with ketones was explored. The modularly designed supramolecular organocatalytic Michael reaction is characterized by a high rate, high chemoselectivity, high diastereoselectivity, high enantioselectivity, mild reaction conditions, readily available substrates/catalysts with simple operations, and excellent yields with a broad spectrum of functionally rich substrates. This method constitutes an alternative to previously known organocatalytic Michael reactions. We demonstrate the power of a supramolecular organocatalyst as an excellent stimulant for the highly reactive Michael addition of various ketones with functionally rich (E)-nitro olefins under ambient conditions to furnish enantiomerically pure carbamates and tetrahydroacridines; Cbz = benzyloxycarbonyl.
KW - Asymmetric catalysis
KW - Michael addition
KW - Nitrogen heterocycles
KW - Organocatalysis
KW - Supramolecular chemistry
UR - http://www.scopus.com/inward/record.url?scp=84943453652&partnerID=8YFLogxK
U2 - 10.1002/ejoc.201500994
DO - 10.1002/ejoc.201500994
M3 - Article (Academic Journal)
AN - SCOPUS:84943453652
SN - 1434-193X
VL - 2015
SP - 6413
EP - 6418
JO - European Journal of Organic Chemistry
JF - European Journal of Organic Chemistry
IS - 29
ER -