Regioselective Addition of Allylindium Reagents to Allenes in Functionalized 1,6-Diols Bearing Allenynes

✍ Scribed by Sundae Kim; Phil Ho Lee

• Publisher: John Wiley and Sons
• Year: 2008
• Tongue: English
• Weight: 144 KB
• Volume: 2008
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/ejoc.200800027

✦ Synopsis

Abstract

Addition reactions of allylindium reagents generated in situ from indium and allyl halides to functionalized allenyne 1,6‐diols proceeded regioselectively through anti‐Markovnikov addition to produce exclusively dienyne 1,6‐diols in good yields in THF at 70 °C. In the case of 3‐bromo‐2‐methylpropene, lithium iodide was used as an additive. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)