The use of t-BuLi at low temperature selectively leads to α-lithiation of benzyl phenyl ether generating a stable organolithium, which can be efficiently trapped with a variety of selected electrophiles prior to suffering the expected [1,2]-Wittig rearrangement. In the case of (o-alkynyl)phenyl benzyl ethers, the intermediate α-aryloxyorganolithium undergoes an unexpected anti intramolecular ca...

[reaction: see text] A simple and convenient one-pot protocol for the chemoselective C2-homologation of carbohydrate-derived glycols is described. The method comprises the chemoselective oxidation of the glycol to the corresponding hydroxyaldehyde and the subsequent Wittig alkenylation. In addition, the method does not need selective protective group manipulation, and it is safe, economical, fa...

BACKGROUND 1,1-Difluoroalkenes cannot only be used as valuable precursors for organic synthesis, but also act as bioisosteres for enzyme inhibitors. Among various methods for their preparation, the carbonyl olefination with difluoromethylene phosphonium ylide represents one of the most straightforward methods. RESULTS The combination of (chlorodifluoromethyl)trimethylsilane (TMSCF2Cl) and tri...

background: dietary polyphenols, such as those found in green tea and red wine, are linked to antitumor activity. they are known to influence many signaling pathways epigenetically within the human body. in this regard, cpuk02 (15-oxosteviol benzyl ester) is a new ent-kaurenoid derivative of stevioside and exhibits strong anti-cancer activity in vitro and in vivo. nowadays, the role of epigenet...

indandione 1 was brominated to yield 2-bromoindandione 2 which on further reacted with substituted thiocarbamides, carbamides, 2-aminothiophenols, 2-aminophenol and triazoles to furnished 3-substituted aniline-2-thia-4-aza-6,7-benzo-8-oxo-bicyclo [3.3.0]-1(5),3-octadiene 3, 3-substituted aniline-2-oxa-4-aza-6,7-benzo-8-oxo-bicyclo [3.3.0]-1(5),3-octadiene 4, 2-thia-5-aza-9-oxo-3,4-(3’-substitut...

An auto-catalytic domino reaction, presumably involving an aza-Michael reaction, proton transfer, and lactonization, furnishing α-(aminomethyl)-γ-butyrolactones in near quantitative yields and excellent diastereoselectivity is described.