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

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

syn-Tertiary homoallylic alcohols were obtained by the reaction of α-silylallenyltitanocenes generated by the reductive titanation of γ-silylpropargylic carbonates with Cp2Ti[P(OEt)3]2 with ketones and following desilylation and partial hydrogenation. High diastereoselectivity was observed when arom...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2010-05, Vol.12 (9), p.1968-1971
Hauptverfasser: Yatsumonji, Yasutaka, Sugita, Takenori, Tsubouchi, Akira, Takeda, Takeshi
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung:syn-Tertiary homoallylic alcohols were obtained by the reaction of α-silylallenyltitanocenes generated by the reductive titanation of γ-silylpropargylic carbonates with Cp2Ti[P(OEt)3]2 with ketones and following desilylation and partial hydrogenation. High diastereoselectivity was observed when aromatic and α,β-unsaturated ketones were employed.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol100395n