Click reaction on in situ generated &#946;-azidostyrenes from cinnamic acid using CAN-NaN<SUB>3</SUB>: synthesis of N-styryl triazoles

N-Styryl triazoles are synthesized in one-pot starting with azido styrene obtained in situ from cinnamic acids and various acetylenes

Tris(pentafluorophenyl)borane-catalyzed three-component reaction for the synthesis of 1,8-dioxodecahydroacridines under solvent-free conditions

A mild and efficient method for the synthesis of 1,8-dioxodecahydroacridines has been developed. The synthesis proceeds via a three-component reaction of a 1,3-dione, an aldehyde and an amine, under solvent-free conditions, catalyzed by tris(pentafluorophenyl)borane [B(C<SUB>6</SUB>F<SUB>5</SUB>)<SUB>3</SUB>]. The mildness of the catalyst was demonstrated by studying the reaction of 1,3-cyclohexanedione with various aldehydes and amines which gave the 1,8-dioxodecahydroacridines in high yields

Synthesis of the C9–C25 Subunit of Spirastrellolide B

The synthesis of the C9–C25 subunit of the marine natural product spirastrellolide B is reported. The key synthetic features included the union of the two key fragments <b>5</b> and <b>6</b> via a Suzuki–Miyaura coupling reaction and a late-stage, one-pot sequential deprotection/cascade Achmatowicz rearrangement–spiroketalization to install the key spirocyclic intermediate present in the C9–C25 fragment of spirastrellolide B. The synthesis of the C9–C16 fragment <b>6</b> was accomplished via a phosphate tether mediated ring-closing metathesis (RCM), a subsequent hydroboration–oxidation protocol, followed by other stereoselective transformations in a facile manner. The spirocyclic intermediate was further functionalized utilizing a Lindlar/NaBH₄ reduction protocol to furnish the C9–C25 subunit <b>3</b>

A Pot-Economical Approach to the Total Synthesis of Sch-725674

A pot-economical total synthesis of antifungal Sch-725674, <b>1</b>, is reported. The approach takes advantage of a number of one-pot, sequential transformations, including a phosphate tether-mediated one-pot, sequential RCM/CM/chemoselective hydrogenation protocol, a one-pot tosylation/acrylation sequence, and a one-pot, sequential Finkelstein reaction/Boord olefination/acetonide deprotection procedure to streamline the synthesis route by reducing isolation and purification procedures, thus saving time. Overall, an asymmetric route has been developed that is efficiently accomplished in seven pots from phosphate (<i>S,S</i>)-triene and with minimal purification