New Initiation Modes for Directed Carbonylative C-C Bond Activation: Rhodium-Catalyzed (3 + 1 + 2) Cycloadditions of Aminomethylcyclopropanes
Overview
Affiliations
Under carbonylative conditions, neutral Rh(I)-systems modified with weak donor ligands (AsPh or 1,4-oxathiane) undergo N-Cbz, N-benzoyl, or N-Ts directed insertion into the proximal C-C bond of aminomethylcyclopropanes to generate rhodacyclopentanone intermediates. These are trapped by N-tethered alkenes to provide complex perhydroisoindoles.
Calow A, Dailler D, Bower J J Am Chem Soc. 2022; 144(25):11069-11074.
PMID: 35715228 PMC: 9248011. DOI: 10.1021/jacs.2c02921.
Sokolova O, Bower J Angew Chem Int Ed Engl. 2022; 61(32):e202205007.
PMID: 35611866 PMC: 9401022. DOI: 10.1002/anie.202205007.
Mazumdar W, Driver T Synthesis (Stuttg). 2021; 53(10):1734-1748.
PMID: 34421133 PMC: 8372236. DOI: 10.1055/s-0040-1705995.
Palladium-catalyzed hydroalkylation of methylenecyclopropanes with simple hydrazones.
Yao J, Chen Z, Yu L, Lv L, Cao D, Li C Chem Sci. 2021; 11(39):10759-10763.
PMID: 34094329 PMC: 8162302. DOI: 10.1039/d0sc01221a.
Kinetic Resolution via Rh-Catalyzed C-C Activation of Cyclobutanones at Room Temperature.
Deng L, Fu Y, Lee S, Wang C, Liu P, Dong G J Am Chem Soc. 2019; 141(41):16260-16265.
PMID: 31568718 PMC: 7075347. DOI: 10.1021/jacs.9b09344.