4.4 Article

Enantioselective Synthesis of Tetrahydroindolizines via Ruthenium-Chiral Phosphoric Acid Sequential Catalysis

Journal

SYNLETT
Volume 27, Issue 4, Pages 586-590

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0035-1560485

Keywords

chiral phosphoric acid; Friedel-Crafts reaction; pyrrole; sequential catalysis; tetrahydroindolizine; Zhan-1B

Funding

  1. National Basic Research Program of China (973 Program) [2015CB856600]
  2. National Natural Science Foundation of China [21272253, 21332009, 21421091]

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A chiral phosphoric acid and a ruthenium complex were found to catalyze an olefin cross-metathesis-asymmetric intramolecular Friedel-Crafts alkylation of N-tethered olefin pyrroles and conjugated enones to provide a variety of chiral tetrahydroindolizine derivatives in moderate to good yields and enantioselectivity (up to 93% ee).

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