Modular, Scalable Total Synthesis of Lapparbin with a Noncanonical Biaryl Linkage

Abstract: We report the development of a novel synthetic approach for the highly strained atrop‐Tyr C‐6‐to‐Trp N‐1′ linkage, which can be executed on a decagram scale using a modular strategy involving palladium‐catalyzed C−H arylation followed by Larock macrocyclization. The first total synthesis of lapparbin (1) was achieved by applying this synthetic strategy. Furthermore, the modular synthesis utilizing C−H arylation and Larock macrocyclization, discovered in the total synthesis of lapparbin (1), was demonstrated to be applicable to various arbitrary biaryl linkages, including non‐natural types.

Object Details

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

References and Relationships

• Bibliographic citation: Modular, Scalable Total Synthesis of Lapparbin with a Noncanonical Biaryl Linkage ; volume:63 ; number:42 ; year:2024 ; extent:9 ; Angewandte Chemie / International edition. International edition ; 63, Heft 42 (2024) (gesamt 9)

Contributors, Places and Time

• Creator: Zhang, Jie ; Yu, Longhui ; Ogawa, Hiroshige ; Nagata, Yuuya ; Nakamura, Hugh

Further information

• DOI: 10.1002/anie.202409987
• URN: urn:nbn:de:101:1-2410071421119.304789144025
• Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Last update: 2025-08-15T07:21:36+0200