Herein, we report the synthesis of C -symmetric sulfonamides as homogeneous and heterogeneous organocatalysts and their application in the enantioselective conjugate 1,4-Michael addition of carbonylic nucleophiles to β-nitrostyrene. Organocatalysts hydrogen bond to β-nitrostyrene and enamine in the transition state, mimicking an enzyme leading to final products in high yields (up to 98%) and good enantioselectivities (up to 96%). In addition, these results were supported by density functional calculations.
Here we report a simple and efficient protocol for selectively diamine protection with Boc using Me<sub>3</sub>SiCl or SOCl<sub>2</sub> as HCl source in “one-pot” procedure. This methodology is extended to 1,2- to 1,8-diamines to obtain the corresponding mono-Boc protected diamines.
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