618120-18-6Relevant articles and documents
Formal Synthesis of (-)-Siccanin Using an Enantioselective Domino Wacker/Carbonylation/Methoxylation Reaction
Tietze, Lutz F.,Jackenkroll, Stefan,Ganapathy, Dhandapani,Reiner, Johannes R.
, p. 96 - 100 (2015/12/26)
A formal synthesis of (-)-siccanin was achieved through an enantioselective domino Wacker/carbonylation/methoxylation reaction as the key step to form the chroman ring with a quaternary stereogenic center with 95% ee. The pendant cyclohexyl moiety was introduced through a two-step aldol condensation.
Biomimetic enantioselective total synthesis of (-)-siccanin via the Pd-catalyzed asymmetric allylic alkylation (AAA) and sequential radical cyclizations
Trost, Barry M.,Shen, Hong C.,Surivet, Jean-Philippe
, p. 12565 - 12579 (2007/10/03)
(-)-Siccanin (1), a natural product possessing significant antifungal properties, was synthesized enantioselectively via a biomimetic route. This synthetic route features two sequential radical cyclizations: a Ti(III)-mediated radical cyclization of epoxy