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Diastereodivergent [3 + 2] Annulation of Aromatic Aldimines with Alkenes via C–H Activation by Half-Sandwich Rare-Earth Catalysts
journal contribution
posted on 2020-03-12, 16:04 authored by Xuefeng Cong, Gu Zhan, Zhenbo Mo, Masayoshi Nishiura, Zhaomin HouStereodivergent
catalysis is of great importance, as it can allow
efficient access to all possible stereoisomers of a given product
with multiple stereocenters from the same set of starting materials.
We report herein the first diastereodivergent [3 + 2] annulation of
aromatic aldimines with alkenes via C–H activation by half-sandwich
rare-earth catalysts. This protocol provides an efficient and general
route for the selective synthesis of both trans and cis diastereoisomers of multisubstituted 1-aminoindanes
from the same set of aldimines and alkenes, featuring 100% atom efficiency,
excellent diastereoselectivity, broad substrate scope, and good functional
group compatibility. The diastereodivergence is achieved by fine-tuning
the sterics or ligand/metal combination of the half-sandwich rare-earth
metal complexes.
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half-sandwich rare-earth metal complexesHalf-Sandwich Rare-Earth Catalysts Stereodivergent catalysiscis diastereoisomersalkenestericsynthesisAlkeneligandsubstrate scopeActivationannulationhalf-sandwich rare-earth catalystsaccessimportancediastereoselectivityaldiminestereocenterfine-tuningAnnulationcombinationactivationmaterialefficiencyAromatic AldiminesDiastereodivergentmultisubstituted 1- aminoindanesgroup compatibilitytrandiastereodivergencediastereodivergent
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