13163-73-0Relevant articles and documents
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McQuillin,Ord
, p. 2902,2906 (1959)
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Enantiospecific synthesis of the cubitane skeleton
Schoettner, Elisabeth,Wiechoczek, Maren,Jones, Peter G.,Lindel, Thomas
scheme or table, p. 784 - 787 (2010/04/24)
(Chemical Equation Presentation) The fully substituted 12-membered macrocycle of the cubitane-type diterpenolds has been assembled in an enantioselective manner following a novel bridge-and-cut strategy. Hydroxyalkylation of (S)-carvone afforded a carvonylgeranlol, which underwent transannular cyclization on treatment with samarium diiodide in THF. Fragmentation of one of the shorter bridges of the resulting [8.2.2]blcycle liberated the 12-membered ring with the desired cis-arrangement of the isopropenyl side chains
Microbial Baeyer-Villiger oxidation of terpenones by recombinant whole-cell biocatalysts - Formation of enantiocomplementary regioisomeric lactones
Ernuchova, Petra,Mihovilovic, Marko D.
, p. 1715 - 1719 (2008/02/10)
Recombinant whole-cell expression systems for Baeyer-Villiger monooxygenases of various bacterial origin were utilized in the regiodivergent biooxidation of cyclic terpenones enabling access to enantio- and regioisomeric lactones on preparative scale. This journal is The Royal Society of Chemistry.