15346-92-6Relevant academic research and scientific papers
A total synthesis of xestodecalactone A and proof of its absolute stereochemistry: Interesting observations on dienophilic control with 1,3-disubstituted nonequivalent allenes
Yoshino, Toshiharu,Ng, Fay,Danishefsky, Samuel J.
, p. 14185 - 14191 (2008/02/10)
A concise total synthesis of xestodecalactone A, utilizing a Diels-Alder strategy is described. The focal Diels-Alder reaction relied on an "ynoate" dienophile to rapidly assemble the required resorcylinic acid scaffold. During this study, Diels-Alder cycloaddition reactions involving 1,3-disubstituted nonequivalent allene dienophiles were studied, and some surprising results were encountered.
A 5C + 5C Bicycloaromatization Reaction via an Aldol Condensation Cascade: A Regioselective Synthesis of Functionalized Naphthalenes from Acyclic Precursors
Stossel, D.,Chan, T. H.
, p. 4901 - 4908 (2007/10/02)
A regioselective synthesis of naphthalene derivatives 51 was developed by the reaction of 1,3,5-tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene (2) with the 1,3,5-tris-electrophiles 50 and trimethylsilyl triflate.Three carbon-carbon bonds are formed in this aldol condensation cascade, where the regiochemistry is controlled by the different reactivities at the sites of the acyclic precursors.
