title: Expedient and Diastereodivergent Assembly of Terpenoid Decalin Subunits having Quaternary Stereocenters through Organocatalytic Robinson Annulation of Nazarov Reagent.
abstract: We report an expedient approach to highly functionalized cis- and trans-decalines that could function as key structural subunits toward the synthesis of various classes of terpenoids. Key to the strategy is an organocatalyzed Robinson annulation reaction of the Nazarov reagent that affords chiral enone building blocks with high enantioselectivities. The quaternary carbon stereogenic center can direct the subsequent reactions and allow the rapid and diastereoconvergent assembly of complex decalines with contiguous stereocenters.
authors: Institute of Organic Chemistry, Hungarian Academy of Sciences, 1519, Budapest, P.O. Box 286, Hungary.
authors: Barbara
authors: B
authors: Berkes
authors: Institute of Organic Chemistry, Hungarian Academy of Sciences, 1519, Budapest, P.O. Box 286, Hungary.
authors: Kristóf
authors: K
authors: Ozsváth
authors: Institute of Organic Chemistry, Hungarian Academy of Sciences, 1519, Budapest, P.O. Box 286, Hungary.
authors: Laura
authors: L
authors: Molnár
authors: Servier Research Institute of Medicinal Chemistry, Záhony Street 7, 1031, Budapest, Hungary.
authors: Tamás
authors: T
authors: Gáti
authors: Institute of Organic Chemistry, Hungarian Academy of Sciences, 1519, Budapest, P.O. Box 286, Hungary.
authors: Tamás
authors: T
authors: Holczbauer
authors: Institute of Organic Chemistry, Hungarian Academy of Sciences, 1519, Budapest, P.O. Box 286, Hungary.
authors: György
authors: G
authors: Kardos
authors: Institute of Organic Chemistry, Hungarian Academy of Sciences, 1519, Budapest, P.O. Box 286, Hungary.
authors: Tibor
authors: T
authors: Soós
keywords: asymmetric synthesis; diastereoselectivity; fused-ring systems; organocatalysis; terpenoids