Synthesis of cycloheptanoid natural products via tandem 5-exo cyclization/Claisen rearrangement process.
نویسنده
چکیده
This article describes the development of microwave-assisted oxyanionic 5-exo-dig cyclization-Claisen rearrangement sequence as a convenient "one-pot" route to a variety of seven-membered carbocyclic ring systems. This process was used as the key transformation for the construction of several natural products, including frondosins A, B, and C.
منابع مشابه
Facile entry to the tetracyclic 5-7-6-3 tigliane ring system.
[figure: see text] A tandem anionic 5-exo-dig cyclization/Claisen rearrangement sequence was used to effect a facile, "one-pot" conversion of an appropriately substituted 4-alkyn-1-ol to the tetracyclic carbon core structure of phorbol. The synthesis was conducted using readily available nonracemic starting materials to provide the target structure as a single enantiomer in high chemical yield.
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ورودعنوان ژورنال:
- ARKIVOC : free online journal of organic chemistry
دوره 2011 5 شماره
صفحات -
تاریخ انتشار 2011