Asymmetric total synthesis of naturally occurring spirocyclic tetranorsesquiterpenoid lanceolactone A. Issue 27 (28th June 2018)

• Record Type: Journal Article
• Authors: Acharyya, Ranjan Kumar; Nanda, Samik
• Is Part Of: Organic & biomolecular chemistry. Volume 16:Issue 27(2018)
• Page Start: 5027
• Page End: 5035
• Publication Date: 2018-06-28
• Subjects: Chemistry, Organic -- Periodicals; Bioorganic chemistry -- Periodicals; Chemistry, Physical organic -- Periodicals; 547
• DOI: 10.1039/c8ob01328d
• Languages: English
• ISSNs: 1477-0520

Abstract

Abstract : Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in this present work. Bimetallic ("Pd–Cu") cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product. Abstract : Asymmetric total synthesis of naturally occurring γ-butenolide containing [4.4]spiro-tetrahydrofuran lanceolactone A has been reported in the present work. Bimetallic ("Pd–Cu") cascade cyclization was the crucial reaction employed for the construction of the γ-butenolide framework of the natural product. Subsequently, iodocyclization and reductive deiodination through a transfer hydrogenation reaction were applied to access the target molecule in an efficient manner.