Asymmetric Total Synthesis of Indole Alkaloids via 1,3-DipolarCycloaddition of a Carbonyl Ylide

  • NAMBU, Hisanori (Principal Investigator)

Project Details

Abstract

(1) Asymmetric intramolecular cycloaddition of carbonyl ylides derived from indolyl-substituted α-diazo-β-ketoesters under the influence of Rh2(S-TCPTTL)4 provided cycloadducts in up to 90% ee and with perfect endo diastereoselectivity.(2) Asymmetric intermolecular cycloaddition of carbonyl ylides derived from trichloroethyl esterpossessingα-diazo-β-ketoesters with N-methylindole using Rh2(S-TCPTTL)4 gave a 96:4 mixture of exo- and endo-cycloadducts in 96% yield with 97% ee for exo adduct.
StatusFinished
Effective start/end date2010/01/012011/12/31

Funding

  • Japan Society for the Promotion of Science: ¥4,030,000.00

Keywords

  • インドールアルカロイド
  • 不斉合成
  • 付加環化反応
  • カルボニルイリド
  • インドール
  • ロジウム(II)錯体
  • 触媒反応
  • タンデム反応