Stereoselective synthesis of ( E)- and ( Z)-3-hydroxy-2-methyl-1-alkenyl iodides by base-promoted ring-opening of iodomethylated epoxides

Takahiro Ichige,Daisuke Matsuda,Masaya Nakata

doi:10.1016/j.tetlet.2006.05.023

Stereoselective synthesis of ( E)- and ( Z)-3-hydroxy-2-methyl-1-alkenyl iodides by base-promoted ring-opening of iodomethylated epoxides

Takahiro Ichige, Daisuke Matsuda + Show 1 more

https://doi.org/10.1016/j.tetlet.2006.05.023

Copy DOI

Journal: Tetrahedron Letters	Publication Date: May 30, 2006
Citations: 6

Affiliation: Keio University

#LDA In THF #Sodium Hexamethyldisilazane + Show 2 more

Abstract
Full-Text PDF
Similar Papers

Abstract

Both ( E)- and ( Z)-3-hydroxy-2-methyl-1-alkenyl iodides were stereoselectively synthesized from iodomethylated epoxides by treatment with sodium hexamethyldisilazane in DMF and with LDA in THF (or lithium 2,2,6,6-tetramethylpiperidide in THF), respectively.

Full Text