Picolinamides and Iodoalkynes Enable Palladium‐Catalyzed <i>syn</i> ‐Aminoalkynylation of Di‐ and Trisubstituted Alkenes to Give Pyrrolidines

Palladium-catalyzed aminoalkynylation of electronically unbiased olefins with iodoalkynes is reported. The picolinamide auxiliary enables for the first time syn-selective mono-, di- and trisubstituted alkenes to afford corresponding pyrrolidines in up 97 % yield as single diastereomers. Furthermore, through a C−H activation approach, allows rapid synthesis functionalized olefins, which are suitable cyclization precursors. Facile orthogonal deprotection amides SiiPr3-acetylenes products, subsequent Pictet–Spengler reaction demonstrated.