A new annulation strategy for the synthesis of trans-bicyclic sulfamides is described. The Pd-catalyzed alkene carboamination reactions of 2-allyl and cis-2,5-diallyl pyrrolidinyl sulfamides with aryl and alkenyl triflates afford the fused bicyclic compounds in good yields and with good diastereoselectivity (up to 13:1 dr). Importantly, by employing reaction conditions that favor an anti-aminop...

Abstract Benzoxaborinines are intermediates en‐route to bicyclic boronates that important active pharmaceutical ingredients (APIs). Herein, the haloboration of o ‐alkynyl‐phenols using BX 3 (X=Cl or Br) is disclosed as a route form C4‐X‐benzoxaborinines with good functional group tolerance. Computational studies indicated there two similar in barrier mechanisms: (i) double alkyne followed by re...

Herein, we describe the synthesis, structural characterization, and synthetic use as an advanced intermediate of a cross-stapled alkene-bridged hexapeptide to mimic the DE-ring of the lantibiotic nisin. The linear precursor was cyclized by ring-closing metathesis to give the correctly folded bicyclic hexapeptide in a single step, and the four individual diastereoisomers were isolated, structura...

cis-3-Acetoxy-4-(3-aryloxiran-2-yl)azetidin-2-ones were prepared through a Staudinger [2+2]-cyclocondensation between acetoxyketene and the appropriate epoxyimines in a highly diastereoselective way. Subsequent potassium carbonate-mediated acetate hydrolysis, followed by intramolecular ring closure through epoxide ring opening, afforded stereodefined 3-aryl-4-hydroxy-2-oxa-6-azabicyclo[3.2.0]he...

A new route to podolactones functionalized in the A ring has been achieved. Two key steps were employed in this synthesis, the construction of the bicyclic skeleton via a Mn(III)-mediated radical cyclization and the transformation of this bicyclic intermediate into the tetracyclic podolactone skeleton through a Pd (II)-mediated bislactonization of the corresponding conjugate diene. The reported...

The distance d(va,vb) between two vertices of a simple connected graph G is the length shortest path va and vb. Vertices va,vb are considered to be resolved by vertex v if d(va,v)≠d(vb,v). An ordered set W={v1,v2,v3,…,vs}⊆V(G) said resolving for G, any va,vb∈V(G),∃vi∈W∋d(va,vi)≠d(vb,vi). representation with respect W denoted r(v|W) an s-vector(s-tuple) (d(v,v1),d(v,v2),d(v,v3),…,d(v,vs)). Using...

The bicyclic diboron species was generated with high selectivity by a combination of boron carbon bond formation and hydrogen iodide elimination events. The nature of the boracycle was evaluated using X-ray diffraction, NMR spectroscopy and density functional theory calculations.

Palladium catalysed intramolecular guanidine transfer to alkenes can be accomplished with copper chloride as the oxidant to give bicyclic guanidines with complete selectivity and in high yields.

Irradiation of pyran-2-ones bearing pendent furans in aqueous MeOH followed by heating furnished fused bicyclic products containing a cyclooctatriene ring.