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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 26, 1996 - Issue 2
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Original Articles

Some Reactions of α-Allenic Boronates

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Pages 393-405 | Received 05 Jul 1995, Published online: 21 Aug 2006
 

Abstract

α-Allenic boronates, readily available in high yield from gem-borazirconcene alkanes, react with iodine to give diiodo adducts that when treated with sodium acetate provide 2-iodo-1,3-butadienes. Alternatively, hydrozirconation of the α-allenic boronates followed by treatment with D2O occurs regioselectively to place deuterium in the allylic position.

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