A Stereoselective Intramolecular Cyclopropanation via a De Novo Class of Push-Pull Carbenes Derived from DMDO-Epoxidations of Chiral Ynamides.
This work describes the first examples of diastereoselective intramolecular cyclopropanations of a de novo class of push-pull carbenes derived from DMDO-epoxidations of chiral ynamides. This reaction sequence essentially constitutes a tandem epoxidation-cyclopropanation that effectively gives arise to a series of structurally unique amido-cyclopropanes. A plausible mechanistic model is proposed revealing insights into this novel cyclopropanation process.
Li
Hongyan
H
Division of Pharmaceutical Sciences and Department of Chemistry, University of Wisconsin, Madison, WI 53705-2222.
Antoline
Jennifer E
JE
Yang
Jin-Haek
JH
Al-Rashid
Ziyad F
ZF
Hsung
Richard P
RP