Biomimetic Synthesis of Functionalized γ‐Resorcylates from Dioxinone Derivatives | Zendy

Blencowe Peter S. | Zendy; Barrett Anthony G. M. | Zendy

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Biomimetic Synthesis of Functionalized γ‐Resorcylates from Dioxinone Derivatives

Author(s) -

Blencowe Peter S.,

Barrett Anthony G. M.

Publication year - 2014

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201402473

Subject(s) - chemistry , aromatization , acetone , aldol reaction , metathesis , organic chemistry , catalysis , polymerization , polymer

Biomimetic syntheses of functionalized γ‐resorcylates from 2,2,6‐trimethyl‐4 H ‐1,3‐dioxin‐4‐one derivatives are reported. Cross metathesis of 2,2‐dimethyl‐6‐vinyl‐4 H ‐1,3‐dioxin‐4‐one with homoallylic esters or aldol reactions of tert ‐butyl or benzyl esters with 1‐(2,2‐dimethyl‐4‐oxo‐4 H ‐1,3‐dioxin‐6‐yl)‐acetone and related ketones followed by aromatization under mild Appel‐type reaction conditions gave a range of γ‐resorcylates.

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