Catalytic, Asymmetric Total Synthesis of (+)-α-, (+)-β-, (+)-γ-, and (-)-δ-Lycorane

Org Lett. 2022 Apr 22;24(15):2905-2909. doi: 10.1021/acs.orglett.2c00905. Epub 2022 Apr 12.

Abstract

The first collectively asymmetric total synthesis of all members of lycorane, including (+)-α, (+)-β, (+)-γ, and (-)-δ, in a catalytic manner has been achieved. The cornerstone of this synthesis features an asymmetric, stereodivergent Ir/amine dual catalytic α-allylation of 2-phthalimidoacetaldehyde.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amaryllidaceae Alkaloids*
  • Catalysis
  • Stereoisomerism

Substances

  • Amaryllidaceae Alkaloids
  • lycorane