77879-82-4Relevant articles and documents
Formal total synthesis of (±)-herbertenediol and (±)-mastigophorenes A and B
Srikrishna, A.,Rao
, p. 5781 - 5782 (2001)
A simple and straightforward formal total synthesis of the sesquiterpene herbertenediol and its dimers mastigophorenes A and B, starting from vanillin, is described.
Synthesis of the landomycinone skeleton
Bugaut, Xavier,Guinchard, Xavier,Roulland, Emmanuel
supporting information; experimental part, p. 8190 - 8198 (2011/02/23)
The synthesis of the highly functionalized tetracyclic skeleton of landomycinone (2), the aglycon of landomycins, was performed using two pivotal steps relying on metal-catalyzed reactions. They are (1) a [2 + 2 + 2] cycloaddition of alkynes promoted by W
Synthesis of chiral chromans by the Pd-catalyzed asymmetric allylic alkylation (AAA): Scope, mechanism, and applications
Trost, Barry M.,Shen, Hong C.,Dong, Li,Surivet, Jean-Philippe,Sylvain, Catherine
, p. 11966 - 11983 (2007/10/03)
The Pd-catalyzed asymmetric allylic alkylation (AAA) of phenol allyl carbonates serves as an efficient strategy to construct the allylic C-O bond allowing access to chiral chromans in up to 98% ee. The effect of pH and the influence of olefin geometry, as well as substitution pattern on the ee and the absolute configuration of the chiral chromans were explored in detail. These observations suggest a mechanism involving the cyclization of the more reactive π-allyl palladium diastereomeric intermediate as the enantiodiscriminating step (Curtin-Hammett conditions). This methodology led to the enantioselective synthesis of the vitamin E core, the first enantioselective total synthesis of (+)-clusifoliol and (-)-siccanin, and the synthesis of an advanced intermediate toward (+)-rhododaurichromanic acid A.