Preparation of <i>syn</i>-Tertiary Homoallylic Alcohols Utilizing Allenyltitanocenes Generated by Reductive Titanation of γ-Trimethylsilylpropargylic Carbonates

Yasutaka Yatsumonji, Takenori Sugita, Akira Tsubouchi, Takeshi Takeda

Organic Letters · 2010 · 19 citations · 19 references

Concepts

Abstract

syn-Tertiary homoallylic alcohols were obtained by the reaction of alpha-silylallenyltitanocenes generated by the reductive titanation of gamma-silylpropargylic carbonates with Cp(2)Ti[P(OEt)(3)](2) with ketones and following desilylation and partial hydrogenation. High diastereoselectivity was observed when aromatic and alpha,beta-unsaturated ketones were employed.

References

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