Enantioselective Synthesis of Spiroindenes by Enol‐Directed Rhodium(III)‐Catalyzed CH Functionalization and Spiroannulation

Suresh Reddy Chidipudi, David Burns, Imtiaz Khan, Hon Wai Lam

Angewandte Chemie · 2015 · 66 citations · 39 references

Concepts

Abstract

Abstract Chiral cyclopentadienyl rhodium complexes promote highly enantioselective enol‐directed C(sp 2 )‐H functionalization and oxidative annulation with alkynes to give spiroindenes containing all‐carbon quaternary stereocenters. High selectivity between two possible directing groups, as well as control of the direction of rotation in the isomerization of an O ‐bound rhodium enolate into the C ‐bound isomer, appear to be critical for high enantiomeric excesses.

References

39