substituted naphthofurans and naphthopyrans were constructed at high temperature from allyl or propargyl naphthyl ethers via claisen rearrangement in moderate to good yields. also, substituted (trimethylsilyl)-naphthofurans were synthesized from the corresponding naphtofurans.

Substituted naphthofurans and naphthopyrans were constructed at high temperature from allyl or propargyl naphthyl ethers via Claisen rearrangement in moderate to good yields. Also, substituted (trimethylsilyl)-naphthofurans were synthesized from the corresponding naphtofurans.

γ,δ-Unsaturated amino acids are the backbone of various natural products and pharmaceuticals, while quaternary α-amino also powerful enzyme inhibitors, both very important compounds in bioorganic chemistry. A highly efficient synthesis γ,δ-unsaturated esters utilizing tandem umpolung/Claisen rearrangement for α-iminoallyl was developed. This method has a wide range substrates taking account Ham...

A tandem rhodium-catalyzed Bamford-Stevens/Claisen rearrangement is presented. The tandem reaction uses Eschenmoser hydrazones for the in situ generation of non-carbonyl-stabilized diazo alkanes, which are presumably intercepted by Rh(II) catalysts to induce a 1,2-hydride migration. This sequence provides high levels of stereocontrol for the generation of simple acyclic (Z)-enol ethers. These e...

Thia-Claisen rearrangements have been carried out using N-benzylpyrrolidine-2-thione and chiral allylic bromides derived from D-mannitol. Introduction of a bromine atom onto the double bond of the allylic bromide reverses the sense of diastereoselectivity in the [3,3]-sigmatropic rearrangement. Density functional theory calculations lead us to rationalise the observed selectivity in terms of a ...