- Expedient synthesis of villosin and its isomer (E)-labda-8(17),12,14-trien-15(16)-olide
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The synthesis of the title compounds has been achieved in concise, highly regiocontrolled fashion from commercially available (+)-sclareolide. In addition, we offer evidence that the structure of a newly reported natural product from Zingiber ottensii is incorrect.
- Boukouvalas, John,Wang, Jian-Xin,Marion, Olivier
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- Lewis Acid-Catalyzed Stereoselective α-Addition of Chiral Aldehydes to Cyclic Dienol Silanes: Aqueous Synthesis of Chiral Butenolides
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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.
- Adamkiewicz, Anna,W?glarz, Izabela,Butkiewicz, Aleksandra,Woyciechowska, Marta,Mlynarski, Jacek
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p. 667 - 678
(2019/12/24)
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- Synthesis of chinensines A-E
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(Chemical Equation Presented) Short and efficient syntheses of coronarin E (4) and chinensines A-E (5-9) have been accomplished. The use of two different types of reaction of singlet oxygen (1O2) lies at the heart of the synthetic st
- Margaros, Ioannis,Vassilikogiannakis, Georgios
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p. 4826 - 4831
(2008/02/05)
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