Rhodium‐Catalyzed Asymmetric 1,6‐Addition of Aryl Zinc Reagents to Dienones

Tamio Hayashi, Shohei Yamamoto, Norihito Tokunaga

Angewandte Chemie International Edition · 2005 · 109 citations · 61 references

Concepts

Abstract

A highly enantioselective methodology allows the preparation of α,β-unsaturated ketones that contain a new stereogenic center at the C5 position. This approach is realized through the title reaction in the presence of chlorotrimethylsilane as a Lewis acid and a rhodium/(S)-binap complex as the catalyst followed by acidic hydrolysis (see scheme). binap=2,2′-bis(diphenylphosphanyl)-1,1′-binaphthyl.

References

61