250226-98-3Relevant academic research and scientific papers
Synthesis of Luffarin L and 16- epi -Luffarin L Using a Temporary Silicon-Tethered Ring-Closing Metathesis Reaction
Urosa, Aitor,Marcos, Isidro S.,Díez, David,Padrón, José M.,Basabe, Pilar
, p. 6447 - 6455 (2015)
The first synthesis of luffarin L (1) and 16-epi-luffarin L (2) by a silicon-tethered ring closing metathesis as a key step has been achieved. The stereochemistry and absolute configuration of the natural sesterterpenolide luffarin L (1) and a new route f
Nine-Step Stereoselective Synthesis of Islatravir from Deoxyribose
Nawrat, Christopher C.,Whittaker, Aaron M.,Huffman, Mark A.,McLaughlin, Mark,Cohen, Ryan D.,Andreani, Teresa,Ding, Bangwei,Li, Hongming,Weisel, Mark,Tschaen, David M.
supporting information, p. 2167 - 2172 (2020/04/09)
A stereoselective nine-step synthesis of the potent HIV nucleoside reverse transcriptase translocation inhibitor (NRTTI) islatravir (EfdA, MK-8591) from 2-deoxyribose is described. Key findings include a diastereodivergent addition of an acetylide nucleophile to an enolizable ketone, a chemoselective ozonolysis of a terminal olefin and a biocatalytic glycosylation cascade that uses a unique strategy of byproduct precipitation to drive an otherwise-reversible transformation forward.
Synthetic studies on maitotoxin. 2. Stereoselective synthesis of the WXYZA -ring system
Morita, Masayuki,Haketa, Tasuku,Koshino, Hiroyuki,Nakata, Tadashi
supporting information; experimental part, p. 1679 - 1682 (2009/04/12)
The stereoselective synthesis of the WXYZA -ring system of maitotoxin has been accomplished via a linear synthetic approach, in which key reactions were Sml2-induced cyclization of ss-alkoxyacrylate for the construction of the A -, Y-, and X-rings and 6-endo cyclization of hydroxy vinylepoxide for that of the Z- and W-rings.
Harnessing glycal-epoxide rearrangements: The generation of the AB, EF, and IJ rings of adriatoxin
Osei Akoto, Clement,Rainier, Jon D.
supporting information; experimental part, p. 8055 - 8058 (2009/04/12)
(Chemical Equation Presented) Climbing the ladder: The generation of three bicyclic subunits ofadriatoxin (see structure) was accomplished by using glycal-epoxide rearrangements, glycal-Claisen rearrangements, and C-glycoside-forming reactions.
A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin
Sasaki, Makoto,Fuwa, Haruhiko,Ishikawa, Makoto,Tachibana, Kazuo
, p. 1075 - 1077 (2008/02/09)
(matrix presented) A general method for convergent assembly of polyether structure has been developed based on palladium(0)-mediated Suzuki cross-coupling reaction of alkylboranes with cyclic ketene acetal phosphates. The present method allowed for coupli
