A Four-Step Synthesis of (+/-)-gamma-Lycorane via Pd-0-Catalyzed Double C(sp(2))-H/C(sp(3))-H Arylation

作者:Rocaboy Ronan; Dailler David; Baudoin Olivier*
来源:Organic Letters, 2018, 20(3): 772-775.
DOI:10.1021/acs.orglett.7b03909

摘要

An expedient synthesis of lycorine alkaloids is reported using a palladium(0)-catalyzed double C-X/C-H arylation as the key step. The selectivity of this reaction was controlled through the judicious choice of the two halogen atoms, and its generality was demonstrated through the construction of various substituted pyrrolophenanthridinones. A selective arene hydrogenation allowed for the completion of the synthesis of (+/-)-gamma-lycorane in just four steps from commercially available precursors.

  • 出版日期2018-2-2