%0 Generic %A Nazef, Naim %A D. M. Davies, Robert %A Greaney, Michael F. %D 2012 %T Formal Synthesis of Merrilactone A Using a Domino Cyanide 1,4-Addition–Aldol Cyclization %U https://acs.figshare.com/articles/dataset/Formal_Synthesis_of_Merrilactone_A_Using_a_Domino_Cyanide_1_4_Addition_Aldol_Cyclization/2503624 %R 10.1021/ol301513h.s002 %2 https://acs.figshare.com/ndownloader/files/4146550 %K domino %K stereocenter %K Merrilactone %K CyclizationA %K Formal Synthesis %K cyclization %K merrilactone %K cyano %K synthesis %K Cyanide %K latter method %K iodo %K Domino %K bond %X A formal synthesis of merrilactone A has been completed using a domino 1,4-addition–aldol process as the key step. Both iodo- and cyano-1,4-addition–aldol cyclizations were productive in forming the highly hindered C1–C9 bond linking vic-quaternary and tertiary stereocenters. The latter method was used to complete a formal total synthesis of the natural product. %I ACS Publications