Metal-Free Regiodivergent Addition of Carbon Nucleophiles to αβ-Unsaturated Electrophiles

摘要

A mild and metal-free regiodivergent addition of carbon nucleophiles to α,β-unsaturated electrophiles was developed. Total 1,2-regioselectivity was observed in the addition of nitrobenzyl chloride derivative >1 to α,β-unsaturated aldehydes >2 in the presence of TDAE. Moreover, the reaction between p-nitrobenzyl chloride >1a and α,β-unsaturated iminium salts >4 led to the formation of the 1,4-adduct with total regioselectivity.