CuBr₂-catalyzed diastereoselective allylation: total synthesis of decytospolides A and B and their C6-epimers

Abstract

An efficient, cost effective and protecting group tolerant CuBr2-catalyzed synthesis of 2,6-trans-disubstituted tetrahydropyran with excellent diastereoselectivity, demonstrated in the total synthesis of decytospolides A and B and their C6-epimers.

Applications of the Wittig Reaction on the Synthesis of Natural and Natural‐Analogue Heterocyclic Compounds

“…In recent times the Wittig reaction was used to obtain the chromone‐type compounds. Several synthetic derivatives can be obtained through one‐pot procedures or a more singular one that use β‐cyclodextrin as catalyst . The synthesis of 1 H ‐isochromene derivatives 128 (Scheme ) can be highlighted due to the excellent yields reported for the intramolecular Wittig reaction, but also due to the vast reaction scope reported that is noteworthy.…”

“…The synthesis of 1 H ‐isochromene derivatives 128 (Scheme ) can be highlighted due to the excellent yields reported for the intramolecular Wittig reaction, but also due to the vast reaction scope reported that is noteworthy. [96b]…”

Brønsted acid-mediated selective α-alkenylation of 3,4-dihydro-2H-pyrans

“…Additionally, transition metal (Cu, Au etc . )-catalyzed hemiacetals or hemiketals can achieve the α-allylation of oxygen-containing heterocyclic compounds 7 (Scheme 1B, strategy 2). Alternatively, cyclization can also proceed under basic or acidic conditions 8 to provide substituted THPs by utilizing prefabricated substrates (Scheme 1B, strategy 3).…”