Journal of the American Chemical Society · 2013 · 91 citations · 69 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistrySynthetic Medicinal ChemistryCatalytic MechanismsCross-coupling ReactionsOrganic SynthesisRetrosynthetic AnalysisAmino AcidsBenzothiazole SynthesisChemoselective Library SynthesisRearrangement ReactionsSelective Bond Cleavage
Benzosultams are synthesized in an enantiopure form starting from α-amino acids through a rhodium-catalyzed rearrangement reaction of N-arenesulfonylazetidin-3-ols. Mechanistically, this reaction involves C-C bond cleavage by β-carbon elimination and C-H bond cleavage by a 1,5-rhodium shift.
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Metal-catalysed cleavage of carbon–carbon bonds
Masahiro Murakami, Takanori Matsuda · Chemical Communications · 2010 · 488 citations