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Novel synthesis of chiral terminal allenes via palladium(0)-catalyzed reduction of mesylates of 2-bromoalk-2-en-1-ols bearing a protected amino group, using diethylzinc

✍ Scribed by Hiroaki Ohno; Ayako Toda; Shinya Oishi; Tetsuaki Tanaka; Yoshiji Takemoto; Nobutaka Fujii; Toshiro Ibuka

Book ID: 104210481
Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 120 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00790-5

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✦ Synopsis

A novel palladium(0)-catalyzed synthetic route to a series of chiral terminal allenes bearing an N-protected amino alkyl group has been developed. The palladium(0)-catalyzed reaction of mesylates of 2-bromoalk-2en-1-ols bearing an amino functionality, with diethylzinc aords the corresponding terminal allenes in good yields. Both (E)-and (Z)-bromomesylates can equally be used for the present reaction, yielding the desired allenes in comparable yields.

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ChemInform Abstract: Novel Synthesis of

ChemInform Abstract: Novel Synthesis of Chiral Terminal Allenes via Palladium(0)-Catalyzed Reduction of Mesylates of 2-Bromoalk-2-en-1-ols Bearing a Protected Amino Group, Using Diethylzinc.

✍ Hiroaki Ohno; Ayako Toda; Shinya Oishi; Tetsuaki Tanaka; Yoshiji Takemoto; Nobut 📂 Article 📅 2000 🏛 John Wiley and Sons ⚖ 30 KB 👁 1 views

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