An expedient stereoselective synthesis of ( Z)- and ( E)-allyl iodides from Baylis–Hillman adducts along with selective iodination of benzylic alcohols using the polymethylhydrosiloxane–iodine system

Biswanath Das,Harish Holla,Yallamalla Srinivas,Nikhil Chowdhury,B.P Bandgar

doi:10.1016/j.tetlet.2007.03.050

An expedient stereoselective synthesis of ( Z)- and ( E)-allyl iodides from Baylis–Hillman adducts along with selective iodination of benzylic alcohols using the polymethylhydrosiloxane–iodine system

Biswanath Das, Harish Holla + Show 3 more

https://doi.org/10.1016/j.tetlet.2007.03.050

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Journal: Tetrahedron Letters	Publication Date: Mar 12, 2007
Citations: 22

Affiliation: Indian Institute of Chemical Technology, Swami Ramanand Teerth Marathwada University

#Baylis Hillman Adducts #Allyl Iodides + Show 8 more

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Abstract

A stereoselective method has been developed for the synthesis of ( Z)- and ( E)-allyl iodides from Baylis–Hillman adducts using polymethylhydrosiloxane (PMHS) and iodine in chloroform at room temperature. In addition, the reagent system has been utilized for the iodination of benzylic alcohols selectively.

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