35008-20-9Relevant academic research and scientific papers
SYNTHESIS OF 5-HYDROXY-LACTAR-6-ENY-13-OIC-ACID γ-LACTONES, THE SESQUITERPENOID DERIVATIVES OF LACTARIUS ORIGIN
Daniewski, W. M.,Gomulka, M.,Ptaszynska, K.,Skibicki, P.,Jacobsson, U.,Norin, T.
, p. 791 - 800 (2007/10/02)
The 5-hydroxy-lactar-6-en-13-oic-acid-γ-lactones (3, 11, 11a, 22a) were obtained by oxidation of their, naturally occurring, lactaro-furan derivatives (4, 13) using MCPBA or NBS.Reaction conditions, isolation of pure products and their characterization by spectral analyses are presented.
Constituents of Higher Fungi XXIII. New Lactarolide from Lactarius mitissimus
Daniewski, Wlodzimierz M.,Gumulka, Maria,Ptaszynska, Katarzyna,Sitkowski, Jerzy,Skibicki, Piotr,et al.
, p. 251 - 255 (2007/10/02)
The new lactarolide from Lactarius mitissimus was isolated and its structure was established on the basis of its spectral data and chemical transformations.
Constituents of Higher Fungi. XXI. Transformation of Lactarorufin A into Lactarorufin E and the Synthesis of 3-Epi-lactarorufin D
Daniewski, Wlodzimierz M.,Gumulka, Maria,Ptaszynska, Katarzyna,Kamienski, Bohdan,Skibicki, Piotr,et al.
, p. 289 - 295 (2007/10/02)
Transformation of lactatorufin A (1) through hydroboration of its 8-acetyl-anhydro derivative (5) led to the formation of lactarorufin E (3), 3-epi-lactarorufin D (8) (predominant) and 3-epi-lactarorufin E (9).
CONSTITUENTS OF HIGHER FUNGI. PART XIV. REGIOSELECTIVITY OF FURAN OXIDATION INDUCED BY NEIGHBORING HYDROXYL GROUPS. TRANSFORMATION OF FURANDIOL INTO LACTARORUFIN A
Daniewski, Wlodzimierz Maria,Kroszczynski, Wojciech,Krol, Jerzy
, p. 483 - 487 (2007/10/02)
Oxidation of the furane ring of the so called furandiol (1) (known sesquiterpene isolated from the fungus Lactarius necator) showed a profound effect of neighboring hydroxyl groups on regioselectivity of this process.Protection of the secondary hydroxyl group by acetylation enabled us to synthesize only one isomer.Preparation of lactarorufin A from furandiol confirmed is stereochemical structure, as well as the hypothesis of formation of lactones from furans in biogenesis.
