481-59-4Relevant academic research and scientific papers
Synthesis of leprapinic acid, calycine and analogues by sequential "[3+2] cyclization/suzuki/lactonization" reactions
Ahmed, Zafar,Albrecht, Uwe,Langer, Peter
, p. 3469 - 3474 (2007/10/03)
Calycine and analogues were prepared on the basis of Suzuki cross-coupling reactions of γ-alkylidene-α-hydroxybutenolides - readily available by cyclization of 1,3-dicarbonyl dianions or 1,3-bis(silyl enol ether)s with oxalyl derivatives - and subsequent boron tribromide-mediated lactonization. Leprapinic acid was prepared by chemoselective boron tribromide-mediated deprotection of permethylated leprapinic acid. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.
Dioxolanones as Synthetic Intermediates. Part 3. Biomimetic Synthesis of Pulvinic Acids
Ramage, Robert,Griffiths, Gareth J.,Sweeney, John N. A.
, p. 1547 - 1553 (2007/10/02)
The reaction of the phosphorane (16) with methyl arylglyoxylates gives 5-(α-methoxycarbonylarylidene)-2,2-pentamethylene-1,3-dioxolan-4-ones which have been treated with the lithium enolates of t-butyl phenylacetic esters to provide a biomimetic synthesis of pulvinic acids.By this method pulvinic acid (2), vulpinic acid (1), and the unsymmetrically substituted compounds, leprapinic acid (3), and xerocomic acid (4) have been prepared; the last named was obtained via an intermediate (28) in which the phenolic groups were protected as benzyl ethers.
ONE POT ONE STEP PHOTOCONVERSION OF PULVINIC ACID DILASCTONE TO p-METHOXYVULPINIC ACID
Chawla, H.M.,Chakrabarty, Kakoli,Niwas, Shri,Chibber, S.S.
, p. 507 - 512 (2007/10/02)
The utility of singlet oxygen-methanol as a reagent for nuclear methoxylation of complex organic natural products is illustrated by a one pot one step photoconversion of pulvinic acid dilactone to p-methoxyvulpinic acid.The study is important from biogenetic considerations.
Novel Photochemical Conversion of Pulvinic Acid to Leprapinic acid
Chawla, H. M.,Chibber, S. S.,Niwas, Shri
, p. 2089 - 2090 (2007/10/02)
Pulvinic acid, an important Lichen acid from the lower variety of lichens has been converted to leprapinic acid in good yields.The conversion has a significance in the biogenesis of lichen acids.
