93796-57-7Relevant academic research and scientific papers
Dioxolanones as Synthetic Intermediates. Part 4. Biomimetic Synthesis of Multicolanic Acid
Ramage, Robert,McCleery, Patrick P.
, p. 1555 - 1560 (2007/10/02)
Regiospecific cyclisation of the intermediate formed by reaction of the dioxolanone (9) with methyl α-lithioheptanoate gave (Z)-t-butyl multicolanate (13) in 53percent yield.Photochemical stereomutation of (13) gave (E)-t-butyl multicolanate (16) which was converted by trifluoroacetic acid into (E)-multicolanic acid (3), a metabolite of P. multicolor.In the same way, reaction of (9) with methyl α-lithiophenylacetate and, if desired, subsequent photochemical irradiation, provided (Z)- and (E)-4-carboxymethylene-2-phenyltetronic acids (21) and (23).
