85960-54-9Relevant academic research and scientific papers
Stereoselective synthesis and biological evaluation of (R)-rugulactone, (6R)-((4R)-hydroxy-6-phenyl-hex-2-enyl)-5,6-dihydro-pyran-2-one and its 4S epimer
Reddy, D. Kumar,Shekhar,Prabhakar,Chinna Babu,Siddhardha,Murthy,Venkateswarlu
experimental part, p. 4657 - 4663 (2010/10/19)
A simple and highly efficient synthetic route has been developed for synthesis of (R)-rugulactone (1a), (6R)-((4R)-hydroxy-6-phenyl-hex-2-enyl)-5,6- dihydro-pyran-2-one (1b) and its 4S epimer 1c by employing proline-catalyzed α-aminooxylation, Sharpless epoxidation, Mitsunobu reaction as chirality introuducing steps. The antibacterial and antifungal activity of the compounds 1a, 1b and 1c were evaluated. 1a and 1b showed better antibacterial activity against Pseudomonas aeroginosa (MIC =12.5 μg/ml for 1a, 25 μg/ml for 1b) Klebsiella pneumonia (MIC =25 μg/ml for 1a). Compounds (1a, 1b, 1c) exhibited good to moderate antifungal activity.
Enantio- and diastereoselective allylmetalations: An easy and efficient access to the AB spiroketal of spongistatin
Allais, Florent,Cossy, Janine
, p. 3655 - 3657 (2007/10/03)
A unique combination of highly enantio- and diastereoselective allylmetalations and a one-pot "desacetalization/spiroketalization" have been employed to synthesize the AB spiroketal fragment (C1-C13) of spongistatin in 15 steps and in excellent diastereos
Acceleration of hetero-Michael reaction by symmetrical pentacyclic guanidines
Nagasawa, Kazuo,Georgieva, Angelina,Takahashi, Hiroki,Nakata, Tadashi
, p. 8959 - 8964 (2007/10/03)
Symmetrical pentacyclic guanidines 1a-c and 2 which contain the core skeleton of 13,14,15-isocrmbescidine 800, have been synthesized. In the presence of catalytic amounts of these guanidines 1, the reaction rate of the conjugate addition of pyrrolidine (9) to γ-crotonolactone (10) could be enhanced depending upon the size of the cavities and substituents on tetrahydropyran rings of 1 and 2.
A Synthesis of (+)-Milbemycin β3. The Directed Aldol Approach
Street, Stephen D. A.,Yeates, Clive,Kocienski, Philip,Campbell, Simon F.
, p. 1386 - 1388 (2007/10/02)
A synthesis of (+)-milbemycin β3, is reported in which key steps are the construction of the 1,7-dioxaspiroundecane (15) by a Lewis acid-catalysed intramolecular directed aldol reaction and the use of sulphone-based olefination reactions f
