71126-44-8Relevant articles and documents
Synthesis of pulvinic acid and norbadione A analogues by Suzuki-Miyaura cross-coupling of benzylated intermediates
Murr, Marine Desage-El,Nowaczyk, Stephanie,Le Gall, Thierry,Mioskowski, Charles
, p. 1489 - 1498 (2007/10/03)
Pulvinic acid and norbadione A analogues can be prepared by Suzuki-Miyaura cross-coupling of functionalized aryl-boronic esters with appropriate vinyl inflates, in which the hydroxy functions are protected either with methyl or benzyl groups, the latter being cleaved in a more reliable fashion at the end of the synthetic sequence. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
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).