AI Article Synopsis
- A new reaction using N-heterocyclic carbenes (NHCs) has been developed, combining aliphatic aldehydes and oxindole-derived α,β-unsaturated ketimines to produce spirocyclic oxindole δ-lactams.
- The reaction occurs under oxidative conditions and yields good results in terms of both overall yield and chiral selectivity.
- It can be scaled up for larger productions and the resulting compounds can be modified into other valuable chemicals.
Article Abstract
An N-heterocyclic carbene (NHC)-catalyzed formal [2+4] annulation reaction of aliphatic aldehydes with oxindole-derived α,β-unsaturated ketimines under oxidative conditions is reported, affording spirocyclic oxindole δ-lactams with good yields, moderate diastereoselectivies, and good to excellent enantioselectivies. This reaction can be readily carried out on a gram scale, and the products could be further transformed to other synthetically useful compounds.
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| http://dx.doi.org/10.1021/acs.joc.9b01760 | DOI Listing |
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