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Preparation of 2-iodo allylic alcohols from 2-butyn-1,4-diol.

The Journal of organic chemistry (2008-01-17)
Douglass F Taber, M Inthikhab Sikkander, James F Berry, Kevin J Frankowski
ABSTRACT

The conversion of 2-butyn-1,4-diol to (Z)-2,4-diiodobut-2-en-1-ol proceeded efficiently using in situ generated trimethylsilyl iodide. Coupling with Grignard reagents and other nucleophiles delivered (2Z)-2-iodo allylic alcohols. The geometry of the products was established by nOe.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
2-Butyne-1,4-diol, 99%