Use of a palladium(II)-catalyzed oxidative kinetic resolution in synthetic efforts toward bielschowskysin

作者：Meyer Michael E; Phillips John H; Ferreira Eric M; Stoltz Brian M^*

来源：Tetrahedron, 2013, 69(36): 7627-7635.

DOI：10.1016/j.tet.2013.02.034

• Bielschowskysin
• Palladium
• Transesterification
• Synthesis

Progress toward the cyclobutane core of bielshowskysin is reported. The core was thought to arise from a cyclopropane intermediate via a furan-mediated cyclopropane fragmentation, followed by a 1,4-Michael addition. The synthesis of the cyclopropane intermediate utilizes a Suzuki coupling reaction, an esterification with 2-diazoacetoacetic acid, and a copper catalyzed cyclopropanation. An alcohol intermediate within the synthetic route was obtained in high enantiopurity via a highly selective palladium(II)-catalyzed oxidative kinetic resolution (OKR).

• 出版日期2013-9-9