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  • Enantioselective tandem reaction of chromone-derived Morita-Baylis-Hillman carbonates with benzylamines catalyzed by a trifunctional organocatalyst: the synthesis of chiral 3-aminomethylene-flavanones.

Enantioselective tandem reaction of chromone-derived Morita-Baylis-Hillman carbonates with benzylamines catalyzed by a trifunctional organocatalyst: the synthesis of chiral 3-aminomethylene-flavanones.

Chemical communications (Cambridge, England) (2013-03-28)
Neng-jun Zhong, Li Liu, Dong Wang, Yong-Jun Chen
ABSTRACT

An enantioselective tandem reaction of chromones-derived MBH carbonates (1) with benzylamines (2) catalyzed by a trifunctional organocatalyst, cinchonidine-amide-thiourea, has been developed in moderate to good yields (50-87%) and enantioselectivities (up to 89% ee).

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Thiourea, JIS special grade, ≥98.0%
Sigma-Aldrich
Cinchonidine, 96%
Sigma-Aldrich
Thiourea, ACS reagent, ≥99.0%
Sigma-Aldrich
Thiourea, ReagentPlus®, ≥99.0%