The thermal and Lewis acid (LA) catalyzed cyclizations of quinone 1 involved in the synthesis of Colombiasin A and Elipsaterosin B have been theoretically studied using DFT methods at the B3LYP/6-311G(d,p) computational level. B3LYP calculations suggest that the formal endo [4 + 2] cycloadduct allowing the synthesis of Colombiasin A is preferentially formed under thermal conditions, while in th...

the synthesis of some 13-lactams is described. 'the electronic activation of monocyclic b-lactams provided by a quinonemethine function was found to instabilize the 13-lactam ring toward nucleophilic: attack by water

X-ray analysis studies1' 2 on the relative modes of association of various inhibitors and substrates with lysozyme have led to a proposal for the catalytic mechanism of the enzyme.3'4 This proposal suggests that the enzyme catalyzes the formation of a carbonium ion at C1 of the glycosidic bond undergoing hydrolysis and, further, provides it with steric and electrostatic stabilization. To date, ...

Herein, we describe the first total synthesis of trienylfuranol A, a fungal triene-substituted tetrahydrofuran metabolite. The stereoselectivity chiral center bearing trienyl side chain was diastereodivergently controlled by addition nucleophilic species on substituted ?-butyrolactone. Remarkably, C-nucleophilic or hydride onto oxocarbenium intermediate leads to opposite diastereoselectivity re...

Nucleophilic ionic sources of fluoride are essential reagents in the synthetic toolbox to access high added-value fluorinated building blocks unattainable by other means. In this review, we provide a concise description and rationale outstanding features one these reagents, tetramethylammonium (TMAF), as well disclosing different methods for its preparation, how physicochemical properties solva...

BT-SeCF 2 H is introduced as a nucleophilic reagent for the deoxygenative difluoromethylselenylation of readily available carboxylic acid and alcohols.