68985-11-5Relevant articles and documents
Synthesis of (+)-coronarin E
Mueller, Martin,Schroeder, Joerg,Magg, Christine,Seifert, Karlheinz
, p. 4655 - 4656 (1998)
The labdane-type diterpenoid (+)-coronatin E (5) has been synthesized in 7 steps from (-)-sclareol (1) for the first time.
Lewis Acid-Catalyzed Stereoselective α-Addition of Chiral Aldehydes to Cyclic Dienol Silanes: Aqueous Synthesis of Chiral Butenolides
Adamkiewicz, Anna,W?glarz, Izabela,Butkiewicz, Aleksandra,Woyciechowska, Marta,Mlynarski, Jacek
, p. 667 - 678 (2019/12/24)
The stereoselective α-addition to cyclic dienol silanes has rarely been exploited, in contrast to the well-studied γ-addition of conjugated butenolides. In this study, an unprecedent catalytic Mukaiyama aldol α-addition of 2-trimetylsiloxy furan to optically pure aldehydes in water-containing solvents is reported. The synthetic utility of this concept was demonstrated in the efficient synthesis of six bioactive natural products: vitexolide D, curcucomosin C, villosin, chinensine C, (+)-coronarin E and (E)-labda-7,11,13-trien-16,15-olid.
Bioactive compounds with added value prepared from terpenes contained in solid wastes from the olive oil industry
Parra, Andres,Lopez, Pilar E.,Garcia-Granados, Andres
experimental part, p. 421 - 439 (2010/09/05)
Starting from solid wastes from two-phase olive-oil extraction, the pentacyclic triterpenes oleanolic acid and maslinic acid were isolated. These natural compounds were transformed into methyl olean-12-en-28-oate (5), which then was transformed into several seco-C-ring triterpene compounds by chemical and photolytic modifications. The triene seco-products were fragmented through several oxidative procedures to produce, simultaneously, cis- and trans-decalin derivatives, both potential synthons for bioactive compounds. The chemical behavior of the isolated fragments was investigated, and a suitable approach to several low-molecular-weight terpenes was performed. These are interesting processes for the value-addition to solid waste from the olive-oil industry.