108794-10-1Relevant articles and documents
Copper-Catalyzed Regioselective Borocarbonylative Coupling of Unactivated Alkenes with Alkyl Halides: Synthesis of β-Boryl Ketones
Wu, Fu-Peng,Yuan, Yang,Schünemann, Claas,Kamer, Paul C. J.,Wu, Xiao-Feng
, p. 10451 - 10455 (2020)
The borocarbonylative coupling of unactivated alkenes with alkyl halides remains a challenge. In this communication, a Cu-catalyzed borocarbonylative coupling of unactivated alkenes with alkyl halides for the synthesis of β-boryl ketones has been developed. A broad range of β-boryl ketone derivatives was prepared in moderate to excellent yields with complete regioselectivity.
A total synthesis of epothilones using solid-supported reagents and scavengers
Storer, R. Ian,Takemoto, Toshiyasu,Jackson, Philip S.,Ley, Steven V.
, p. 2521 - 2525 (2003)
A total synthesis of epothilone C(1) with concomitant formal synthesis of epothilone A is described, using immobilized reagents and scavengers to effect multistep synthetic transformations and purifications.
Truncated Latrunculins as Actin Inhibitors Targeting Plasmodium falciparum Motility and Host Cell Invasion
Johnson, Swapna,Rahmani, Rapha?l,Drew, Damien R.,Williams, Melanie J.,Wilkinson, Mark,Tan, Yan Hong,Huang, Johnny X.,Tonkin, Christopher J.,Beeson, James G.,Baum, Jake,Smith, Brian J.,Baell, Jonathan B.
, p. 10994 - 11005 (2016)
Polymerization of the cytosolic protein actin is critical to cell movement and host cell invasion by the malaria parasite, Plasmodium falciparum. Any disruption to actin polymerization dynamics will render the parasite incapable of invading a host cell and thereby unable to cause infection. Here, we explore the potential of using truncated latrunculins as potential chemotherapeutics for the treatment of malaria. Exploration of the binding interactions of the natural actin inhibitor latrunculins with actin revealed how a truncated core of the inhibitor could retain its key interaction features with actin. This truncated core was synthesized and subjected to preliminary structure-activity relationship studies to generate a focused set of analogues. Biochemical analyses of these analogues demonstrate their 6-fold increased activity compared with that of latrunculin B against P. falciparum and a 16-fold improved selectivity ex vivo. These data establish the latrunculin core as a potential focus for future structure-based drug design of chemotherapeutics against malaria.
The total synthesis of (-)-aurafuron A
Hartmann, Olaf,Kalesse, Markus
, p. 3064 - 3067 (2012)
The first total synthesis of (-)-aurafuron A is presented. It features a Suzuki cross-coupling reaction and a high yielding anionic aldol addition as central carbon skeleton building reactions. The synthesis confirms the proposed structure including its configuration and allows for detailed SAR studies.
Studies on the synthesis of the lasubine alkaloids
Mohamed Aslam, Nur Filza bte,Simon, Oliver,Bates, Roderick W.
, p. 5032 - 5039 (2018)
Formal syntheses of lasubine II and subcosine II have been completed by the synthesis of epi-lasubine II. The synthesis involves diastereoselective allylation of a methoxy isoxazolidine and a tandem hydrogenation process leading stereoselectively to a tri
A novel highly enantio- and diastereoselective synthesis of vitamin e side-chain
Matsueda, Yohei,Xu, Shiqing,Negishi, Ei-Ichi
, p. 3346 - 3348 (2015)
A novel highly enantioselective (>99% ee) and diastereoselective (>98% de) method for the synthesis of chiral C15 vitamin E side-chain 1 was developed. ZACA-lipase-catalyzed acetylation protocol to provide a key α,ω-dioxyfunctional C5/sub
A site-selective and stereospecific cascade Suzuki-Miyaura annulation of alkyl 1,2-bisboronic esters and 2,2′-dihalo 1,1′-biaryls
Willems, Suzanne,Toupalas, Georgios,Reisenbauer, Julia C.,Morandi, Bill
supporting information, p. 3909 - 3912 (2021/04/26)
A cascade Suzuki-Miyaura cross-coupling giving rise to 9,10-dihydrophenanthrenes has been developed. Using biaryls with unsymmetrical substitution-pattern full site-selectivity was observed. Furthermore, this cross-coupling of an alkyl 1,2-bisboronic pinacol ester proceeds through the challenging coupling of a secondary boronate with complete stereoretention.
Alkyl Group Migration in Ni-Catalyzed Conjunctive Coupling with C(sp3) Electrophiles: Reaction Development and Application to Targets of Interest
Koo, Seung Moh,Vendola, Alex J.,Momm, Sarah Noemi,Morken, James P.
supporting information, p. 666 - 669 (2020/01/31)
A catalytic conjunctive cross-coupling reaction is developed that allows the construction of chiral organoboronic esters from alkylboron ate complexes and alkyl iodide electrophiles. The process occurs most efficiently with a Ni/Pybox-comprised catalyst a
