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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 45, 2015 - Issue 21
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Original Articles

Efficient Synthesis of Homoallylic Alcohols/Amines from Allyltributylstannane and Carbonyl Compounds/Imines Using Iodine as Catalyst Under Acetic Acid–Water Medium

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Pages 2444-2453 | Received 22 May 2015, Published online: 02 Oct 2015
 

Abstract

This paper describes a general method for the synthesis of homoallylic alcohols and amines by nucleophilic addition reaction of allyltributylstannane to carbonyl compounds and aldimines where iodine acts as a catalyst in H2O/acetic acid (1:1) medium. Only 10 mol% of I2 is required for various organic transformations. By using this process, various homoallylic alcohols and amines are produced in good to excellent yields.

GRAPHICAL ABSTRACT

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