Affiliation:
1. The Hong Kong University of Science and Technology (HKUST) Clear Water Bay 999077 Hong Kong SAR China
2. WPI Institute for Chemical Reaction Design and Discovery (WPI-ICReDD) Hokkaido University Sapporo 001-0021 Japan
Abstract
AbstractWe 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.