53254-60-7Relevant articles and documents
SYNTHESES A L'AIDE DE SULFONES. XXIII. SUR LA SELECTIVITE DE LA SYNTHESE DES DULFONES ALLYLIQUES
Julia, Marc,Nel, Maurice,Righini, Anne,Uguen, Daniel
, p. 113 - 120 (1982)
The role of the palladium ligands on the yield and regioselectivity of the reaction of conjugated dienes with arenesulphinic acids (or of allylic acetates with sodium arenesulphinates) has been investigated.Arenesulphinic acids catalyse the isomerisation of allylic sulphones.
Synthesis of SHIP1-activating analogs of the sponge meroterpenoid pelorol
Meimetis, Labros G.,Nodwell, Matt,Yang, Lu,Wang, Xiaoxia,Patrick, Brian O.,Andersen, Raymond J.,Wu, Joyce,Harwig, Curtis,Stenton, Grant R.,MacKenzie, Lloyd F.,MacRury, Thomas,Ming-Lum, Andrew,Ong, Christopher J.,Mui, Alice L. -F.,Krystal, Gerald
, p. 5195 - 5207,13 (2020/08/31)
Two biomimetic approaches have been used to synthesize analogs of the SHIP1-activating sponge meroterpenoid pelorol (1). One approach started from the chiral pool plant natural product sclareolide, which has the same absolute configuration as pelorol. The
Palladium-Catalyzed Allylic Sulfinate-Sulfone Rearrangements
Hiroi, Kunio,Makino, Kunitaka
, p. 1727 - 1737 (2007/10/02)
Upon treatment with a zero-valent palladium catalyst, tetrakis(triphenylphosphine)palladium, in tetrahydrofuran under mild conditions allylic p-toluenesulfinates underwent α- or γ-rearrangements of the sulfonyl group via ionic intermediates to give allylic sulfones.The regiochemistry of the rearrangements depends on the character of the intermediary allylic cationic carbons generated and the steric hindrance involved therein.Keywords - allylic sulfinate; allylic sulfone; palladium catalyst; sulfinate-sulfone rearrangement; regiochemistry; tetrakis(triphenylphosphine)palladium.