Oxidative cyclisation of o-phenolic oxime-acid derivatives using hypervalent iodine reagent: asymmetric induction at the γ-position to the carbonyl group of chiral o-phenolic oxime-ester

Masatoshi Murakata, Kohei Yamada, Osamu Hoshino

Journal of the Chemical Society Chemical Communications · 1994 · 51 citations · 22 references

Concepts

Abstract

An efficient asymmetric induction at the γ-position to the carbonyl group of the chiral ester took place in 82% diastereoisomeric excess (d.e.)(87% yield) to afford chiral spiroisoxazoline by intramolecular oxidative cyclisation of o-phenolic oxime-ester 5 using hypervalent iodine reagent.

References

22