239115-48-1Relevant academic research and scientific papers
Toward the synthesis of macrolide aspergillide D
Kandimalla, Satheeshkumar Reddy,Reddy, B. V. Subba,Sabitha, Gowravaram
supporting information, p. 3191 - 3197 (2019/09/12)
Stereoselective synthesis of 16-membered macrocyclic core of marine natural product, Aspergillide D is described using linear strategy. The salient features of this synthetic study include the Sharpless asymmetric kinetic resolution followed by regioselective ring-opening reaction of corresponding epoxide to establish the stereo centers and ring-closing metathesis (RCM) by Grubbs'-II catalyst for the construction of macrocyclic ring.
First stereoselective total synthesis of antibiotic macrolide Berkeleylactone F
Sudhakar Reddy, Mopuri,Manikanta, Gembali,Radha Krishna, Palakodety
supporting information, p. 504 - 506 (2019/01/16)
The first stereoselective total synthesis of antibiotic macrolide Berkeleylactone F is described. The synthetic sequence notably features Sharpless kinetic resolution to access chiral epoxide followed by its regioselective ring-opening reaction, Sharpless
Sustainable, mild and efficient p-methoxybenzyl ether deprotections utilizing catalytic DDQ
Walsh, Katie,Sneddon, Helen F.,Moody, Christopher J.
, p. 7380 - 7387 (2017/09/13)
A procedure for the selective deprotection of p-methoxybenzyl ethers using catalytic amounts of DDQ and of sodium nitrite, with oxygen as the terminal oxidant, is reported.
{1,6}-transannular catalytic asymmetric Gosteli-Claisen rearrangement
Jaschinski, Tobias,Hiersemann, Martin
supporting information; experimental part, p. 4114 - 4117 (2012/10/08)
The first uncatalyzed and [Cu(R-box)L2](SbF6) 2-catalyzed {1,6}-transannular Gosteli-Claisen rearrangement of cyclic 2-alkoxycarbonyl-substituted allyl vinyl ethers to afford medium- and large-sized carbacycles is disclosed.
Chiral elaboration of gold nanoparticle surfaces by bis(binaphthyl) groups
Nuruzzaman A, Mohammad,Preston, Thomas C.,Mittler, Silvia,Jones, Nathan D.
, p. 207 - 212 (2008/09/21)
The synthesis of a family of bis(binaphthyl)-based compounds for the chiral modification of gold nanoparticle surfaces is described. In these systems, two (S)-1,1′-bi-2-naphthol groups are linked to one another by a single diethanolamine-derived bridge, t
Triethyl- (or trimethyl-)silyl triflate-catalyzed reductive cleavage of triphenylmethyl (trityl) ethers with triethylsilane
Imagawa, Hiroshi,Tsuchihashi, Tomoko,Singh, Rajesh K.,Yamamoto, Hirofumi,Sugihara, Takumichi,Nishizawa, Mugio
, p. 153 - 155 (2007/10/03)
(Matrix presented) A triphenylmethyl (trityl) ether was reductively and instantaneously cleaved by triethylsilane in the presence of a catalytic amount of TES- (or TMS)-triflate. The reaction conditions are mild enough to achieve reduction in the presence
Preparation and biological properties of biotinylated PhTX derivatives
Hashimoto, Masaru,Liu, Ying,Fang, Kan,Li, Hong-Yu,Campiani, Giuseppe,Nakanishi, Koji
, p. 1181 - 1194 (2007/10/03)
We report the synthesis of several highly functionalized biotinylated philanthotoxin (PhTX) analogues (7, 8, 10, 13-16) designed on the basis of earlier structure-activity relationship studies. Despite the extensive modifications, the binding to nicotinic acetylcholine receptor (nAChR) is in the low micromolar range according to an inhibition assay using 3H-thienylcyclohexyl-piperidine (TCP). A patch clamp functional assay gave comparable results. Compounds exemplified by 16, which consists of a biotinylated ligand linked to a bifunctional photoaffinity probe (BPP), represent a new type of probe which should find use in photo-cross-linking studies of ligand-receptor interactions. Copyright (C) 1999 Elsevier Science Ltd.
