NHC-Catalyzed Chemoselective Reactions of Enals and Cyclopropylcarbaldehydes for Access to Chiral Dihydropyranone Derivatives.

An -heterocyclic carbene (NHC)-catalyzed chemoselective activation reaction of 1-cyclopropylcarbaldehydes and α-alkynyl enals is reported. NHC selectively catalyzes 1-cyclopropylaldehydes, followed by a [2 + 4] cycloaddition reaction with α-alkynyl enals. The target dihydropyranone derivatives bearing different substituents and substitution patterns can be obtained in good to excellent yields with excellent enantio- and diastereoselectivities under mild conditions.

2-Alkylation of 3-Alkyindoles With Unactivated Alkenes.

An acid-catalyzed 2-alkylation of indole molecules is developed. Only catalytic amount of the commercially available, inexpensive and traceless HI is used as the sole reaction promoter. 2,3-Disubstituted indole molecules bearing congested tertiary carbon centers are afforded as the final products in moderate to excellent yields.