914933-41-8Relevant academic research and scientific papers
Total synthesis of bengazole A
Chandrasekhar, Srivari,Sudhakar, Ambadi
scheme or table, p. 236 - 238 (2010/03/24)
(Figure presented) The divergent and enantioselective total synthesis of the powerful antifungal marine natural product bengazole A has been achieved.
Total synthesis of potent antifungal marine bisoxazole natural products bengazoles A and B
Bull, James A.,Balskus, Emily P.,Horan, Richard A.J.,Langner, Martin,Ley, Steven V.
, p. 5515 - 5538 (2008/02/10)
The bengazoles are a family of marine natural products that display potent antifungal activity and a unique structure, containing two oxazole rings flanking a single carbon atom. Total syntheses of bengazole A and B are described, which contain a sensitive stereogenic centre at this position between the two oxazolcs. Additionally, the synthesis of 10-epi-bengazole A is reported. Two parallel synthetic routes were investigated, relying on construction of the 2,4-disubstituted oxazole under mild conditions and a diastereoselective 1,3-dipolar cycloaddition. Our successful route is high yielding, provides rapid access to single stereoisomers of the complex natural products and allows the synthesis of analogues for biological evaluation.
Stereocontrolled total synthesis of bengazole A: A marine bisoxazole natural product displaying potent antifungal properties
Bull, James A.,Balskus, Emily P.,Horan, Richard A. J.,Langner, Martin,Ley, Steven V.
, p. 6714 - 6718 (2007/10/03)
(Chemical Equation Presented) Candidate for Candida: A high-yielding and versatile synthesis of bengazole A has been developed; the first to provide access to a single stereoisomer of the natural product. Key steps include the construction of the 2,4-disu
