6533b7d1fe1ef96bd125cf46
RESEARCH PRODUCT
Stereoselective Synthesis of Spiro-Decalin Oxindole Derivatives via Sequential Organocatalytic Michael-Domino Michael/Aldol Reaction.
Leonardo StraminelliFrancesco VicentiniAntonio Di SabatoCarmela Maria MontoneChiara CavaliereKari RissanenFrancesca LeonelliFabrizio Veticasubject
kemiallinen synteesiAldehydesMolecular StructureOrganic Chemistryasymmetric organocatalysisdomino reactionssprio heterocyclesStereoisomerismNaphthalenesCatalysisOxindolesorgaaninen kemiaSpiro Compoundsasymmetric organocatalysis; oxindoles; sprio heterocycles; domino reactionsdescription
A highly stereoselective procedure for the synthesis of spiro-polycyclic oxindoles bearing five contiguous stereogenic centers including two tetrasubstituted carbons has been developed. Under sequential organocatalysis performed by a pyrrolidine-based organocatalyst and DBU, a highly atom-economical Michael–domino Michael/aldol reaction sequence was optimized, yielding variously functionalized spiro-decalin oxindoles with excellent stereoselectivity (>99:1 dr, up to 92% ee). peerReviewed
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2022-01-01 | The Journal of organic chemistry |