13353-12-3Relevant academic research and scientific papers
Lactone Synthesis by Mn(III)-Mediated Oxidative Cyclization of Allylic β-Diesters
Oumar-Mahamat, H,Moustrou, C.,Surzur, J.-M.,Bertrand, M. P.
, p. 5684 - 5688 (1989)
Oxidative free-radical cyclization of allylic β-diesters with Mn(OAc)3-Cu(OAc)2 leads to various γ-lactones resulting exclusively from a 5-exo cyclization.The products depend on the α substituent on the malonic ester, on the stereoselectivity of the intramolecular addition step, and on the nature of the intermediate radical.
Short and Efficient Synthesis of (±)-A-Factor
Chavan, Subhash P.,Pasupathy,Shivasankar
, p. 397 - 404 (2004)
An efficient synthesis of (±)-A-factor via ring opening of electrophilic cyclopropane 2 with KOAc/AcOH, DMSO, as a key step is described.
Stereoselective intramolecular cyclopropanation through catalytic olefin activation
Huang, Xueliang,Klimczyk, Sebastian,Veiros, Luis F.,Maulide, Nuno
, p. 1105 - 1110 (2013/06/04)
A novel stereoselective and convergent catalytic method for the cyclopropanation of electron-neutral and -rich olefins by sulfonium ylides is reported which unusually proceeds through olefin activation rather than by metal carbene formation.
Total synthesis of (RS)- And (R)-3-alkanosyl-5-hydroxymethyltetronic acid homologues, HIV-1 protease inhibitory natural products
Yamashita, Masayuki,Murai, Hiromichi,Mittra, Asmita,Yoshioka, Tomomichi,Kawasaki, Ikuo,Gotoh, Mariko,Higashi, Tomoko,Hatsuyama, Rie,Ohta, Shunsaku
, p. 2327 - 2337 (2007/10/03)
5-Acetoxymethyl-γ-butyrolactone-3-carboxylic acids [(RS)-4a and (S)-4a] were prepared as racemic form starting from dibenzyl allylmalonate (5b) and optically active S form starting from (4S)-4-[2,2-bis(benzyloxycarbonyl)ethyl]-2,2-dimethyl-1,3-dioxolane [
Mn(III)-MEDIATED RADICAL LACTONISATION OF ALLYLIC ESTERS OF ACETOACETIC AND MALONIC ACIDS
Oumar-Mahamat, H.,Moustrou, C.,Surzur, J.-M.,Bertrand, M. P.
, p. 331 - 332 (2007/10/02)
Mn(OAc)3 oxidises allyl acetoacetate and allyl malonate to 3-oxa bicyclo (3.1.0) 2-hexanone derivatives whereas under similar experimental conditions cinnamyl and crotyl esters lead to monocyclic γ-lactones derivatives and bis-lactones.
