Magnesium-Alkoxide Directed Photoaddition of Tetrahydrofurans to γ,γ-Disubstituted Allylic Alcohols | Zendy

Yutaka Ukaji | Zendy; Yasutaka Watanabe | Zendy; Takahiro Sakai | Zendy; Hajime Maeda | Zendy; Masahito Segi | Zendy

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Magnesium-Alkoxide Directed Photoaddition of Tetrahydrofurans to γ,γ-Disubstituted Allylic Alcohols

Author(s) -

Yutaka Ukaji,

Yasutaka Watanabe,

Takahiro Sakai,

Hajime Maeda,

Masahito Segi

Publication year - 2016

Publication title -

heterocycles

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.242

H-Index - 64

eISSN - 1881-0942

pISSN - 0385-5414

DOI - 10.3987/com-15-s(t)65

Subject(s) - allylic rearrangement , regioselectivity , chemistry , alkoxide , reagent , magnesium , medicinal chemistry , organic chemistry , catalysis

Magnesium-alkoxide directed photoaddition of tetrahydrofurans to γ,γ-disubstituted allylic alcohols was achieved. When the allylic alcohols were treated with Grignard reagent in THF under light, the corresponding γ-(2-tetrahydrofuryl) substituted alcohols were regioselectively obtained in up to 82% yield. The conversion of the hydroxyl group to the corresponding bromomagnesium alkoxide was crucial.Embargo Period 24 month

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