Related Experiment Video
Updated: Jun 28, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Stereodefined Synthesis of Acyclic meso-2,3-Diaryl Dialdehydes and Their Iridium-Catalyzed Enantioselective
Runze Zhao1, Da-Yang Zhou1, Kaori Asano1
1SANKEN, The University of Osaka, 8-1 Mihogaoka, Ibaraki567-0047, Osaka, Japan.
Abstract:
Efficient enantioselective desymmetrization of acyclic meso-dialdehydes has remained unexplored due to limited substrate access. We report a stereodefined synthesis of acyclic meso-2,3-diaryl dialdehydes and their iridium-catalyzed enantioselective desymmetrization to give γ-butyrolactones in up to 96% ee. Hydrogen-donor-free conditions enable in situ Ir-hydride generation for certain substrates. This method enables catalytic asymmetric access to cinncassin A1.
Related Concept Videos
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
Stereoisomerism of Cyclic Compounds
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
