Enamine Synthesis via Regiocontrolled 6‐ endo ‐ dig and 5‐ exo ‐ dig Tethered Carboamination of Propargylic Alcohols

Abstract: Enamines are versatile building blocks for the synthesis of biologically active compounds. Nevertheless, only a limited number of strategies have been reported for preparing trisubstituted enamines in a regio‐ and stereoselective manner. Herein, we report a regiocontrolled 6‐endo and 5‐exo tethered carboamination of propargylic alcohols for the synthesis of trisubstituted enamines. High regioselectivity was achieved through fine‐tuning of the amine protecting group during the Pd‐catalyzed carboamination. The introduced trifluoromethylated tether enables further stereoselective functionalizations, such as hydrogenation and fluorination.

Object Details

• Location: Deutsche Nationalbibliothek Frankfurt am Main
• Extent: Online-Ressource
• Language: Englisch

References and Relationships

• Bibliographic citation: Enamine Synthesis via Regiocontrolled 6‐ endo ‐ dig and 5‐ exo ‐ dig Tethered Carboamination of Propargylic Alcohols ; day:24 ; month:10 ; year:2024 ; extent:7 ; Angewandte Chemie / International edition. International edition ; (24.10.2024) (gesamt 7)

Contributors, Places and Time

• Creator: Solé‐Àvila, Helena ; Puriņš, Mikus ; Eichenberger, Lucas ; Waser, Jerome

Further information

• DOI: 10.1002/anie.202411383
• URN: urn:nbn:de:101:1-2410251429245.533273890675
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 15.08.2025, 7:30 AM CEST