2016
DOI: 10.1002/chin.201650129
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ChemInform Abstract: Catalytic Asymmetric Synthesis of Dihydropyrido[1,2‐a]indoles from Nitrones and Allenoates.

Abstract: Trans‐isomer‐enriched mixtures can be epimerized to the thermodynamically favoured cis‐isomer‐enriched mixtures (up to 19:1 cis/trans, slight increase in ee) by stirring in methanolic NaOH (25°C, 1 h).

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“…238,239 Anderson and co-workers discovered the first catalytic asymmetric version of these cascade reactions providing dihydropyrido[1,2a]indoles with high diastereoselection and excellent enantioselectivity (eq 101). 240 The reaction of N-aryl-α,β-unsaturated nitrones with electron-deficient allenes in the presence of phosphoric acid catalyst gives 3-functionalized indoles. The heterocycles prepared from the cascade synthesis undergo a McMurry coupling to form cycloheptanone-fused indoles (Scheme 24).…”
Section: Reaction With Allenesmentioning
confidence: 99%
“…238,239 Anderson and co-workers discovered the first catalytic asymmetric version of these cascade reactions providing dihydropyrido[1,2a]indoles with high diastereoselection and excellent enantioselectivity (eq 101). 240 The reaction of N-aryl-α,β-unsaturated nitrones with electron-deficient allenes in the presence of phosphoric acid catalyst gives 3-functionalized indoles. The heterocycles prepared from the cascade synthesis undergo a McMurry coupling to form cycloheptanone-fused indoles (Scheme 24).…”
Section: Reaction With Allenesmentioning
confidence: 99%