One-Pot Synthesis of Homoallylic Alcohols via a Facile Conversion of Allylic Alcohols into Allylic Iodides

DOI: 10.1055/s-1989-27223

Source and publish data:

Synthesis p. 283 - 286 (1989)

Update date:2022-08-05

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Authors:

Kanai, Takaya

Irifune, Shinji

Ishii, Yasutaka

Ogawa, Masaya

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Article abstract of DOI:10.1055/s-1989-27223

Allylic alcohols were readily converted into allylic iodides by hydrogen iodide generated in situ from chlorotrimethylsilane/sodium iodide and water, or alcohols, under mild conditions.Displacement of allylic alcahols containing a terminal double bond gave allylic iodides accomponied by allylic rearrangement.This procedure has successfully been extended to a one-pot synthesis of homoallylic alcohols by carrying out successive Barbier type reactions.

Full text of DOI:10.1055/s-1989-27223

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