4295-92-5Relevant articles and documents
Improved procedure for the preparation of cis-2,4-dimethylglutaranhydride
Saicic, Radomir N.
, p. 2559 - 2562 (2006)
Addition of 2.5 mol% DBU to a mixture of isomeric 2,4-dimethylglutaric anhydrides in ethyl acetate promotes crystallization-induced transformation, affording the pure cis -2,4-dimethylglutaric anhydride in 87% yield. Copyright Taylor & Francis Group, LLC.
The Catalytic Alkylative Desymmetrization of Anhydrides in a Formal Synthesis of Ionomycin
Oberg, Kevin M.,Cochran, Brian M.,Cook, Matthew J.,Rovis, Tomislav
supporting information, p. 4343 - 4350 (2018/06/08)
The catalytic desymmetrization of anhydrides with zinc reagents provides access to deoxypolypropionate and polypropionate synthons. A synthesis of ionomycin was pursued in which three of the four fragments were assembled using this methodology. Two of the strategies (enol silane/oxocarbenium coupling and reductive cyclization) were not successful at installing the C23 stereocenter, but this stereochemical issue was overcome through a reduction/S N 2 approach. In addition to the synthesis of a protected diastereomer of ionomycin, the synthesis of a C17-C32 fragment constitutes a formal total synthesis.
Accessing the structural diversity of pyridone alkaloids: Concise total synthesis of rac-citridone A
Fotiadou, Anna D.,Zografos, Alexandros L.
supporting information; experimental part, p. 4592 - 4595 (2011/10/17)
A unique route to the structural diversity of pyridone alkaloids is described based on the concept of a common synthetic strategy. Three different core structure analogues corresponding to akanthomycin, septoriamycin A, and citridone A have been prepared by using a highly selective and novel carbocyclization reaction.
