1,5-Rhodium Shift in Rearrangement of <i>N</i>-Arenesulfonylazetidin-3-ols into Benzosultams

Naoki Ishida, Yasuhiro Shimamoto, Taka‐aki Yano, Masahiro Murakami

Journal of the American Chemical Society · 2013 · 91 citations · 69 references

Concepts

Abstract

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.

References

69