Exploiting domino enyne metathesis mechanisms for skeletal diversity generation.
نویسندگان
چکیده
In the context of diversity-oriented synthesis, the exploration and optimization of the domino metathesis of decorated norbornenes allowed complex polycyclic architectures to be generated in a highly efficient and atom-economical process.
منابع مشابه
Recent Progress on Enyne Metathesis: Its Application to Syntheses of Natural Products and Related Compounds
Abstract: Olefin metathesis using ruthenium carbene complexes is a useful method in synthetic organic chemistry. Enyne metathesis is also catalyzed by these complexes and various carboand heterocycles could be synthesized from the corresponding enynes. Dienyne metathesis, cross enyne metathesis and ring-opening enyne metathesis have been further developed. Various complicated compounds, such as...
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In situ modification of Grubbs' first-generation metathesis catalyst allows for a tandem enyne metathesis/hydrovinylation that is complementary to the regioselectivity of known ruthenium-catalyzed hydrovinylations.
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Enyne metathesis is a bond reorganization of an alkene and an alkyne to produce a 1,3-diene (eqs 1 and 2 in Scheme 1). It has been used in both intramolecular and intermolecular applications. Enyne metathesis bears a mechanistic kinship to alkene metathesis; however, it is less-studied than alkene metathesis. The enyne bond reorganization is atom economical and is driven by the enthalpic stabil...
متن کاملSynthesis of Natural Products and Related Compounds using Enyne Metathesis
Since the molybdenum and ruthenium carbene complexes 1a and 1b were discovered by Schrock and Grubbs in 1990 and 1992, synthetic organic chemistry has progressed with the use of these complexes as the catalyst for olefin metathesis. It was found that the ruthenium carbene complex was also effective for enyne metathesis, which occurs between an alkene and an alkyne. Intramolecular enyne metathes...
متن کاملTandem enyne metathesis-Diels-Alder reaction for construction of natural product frameworks.
Enynes connected through aromatic rings are used as substrates for metathesis reactions. The reactivity of three ruthenium carbene complexes is compared. The resulting 1,3-dienes are suitable precursors of polycyclic structures via a Diels-Alder process. Some domino RCM-Diels-Alder reactions are performed, suggesting a possible beneficial effect of the ruthenium catalyst in the cycloaddition pr...
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ورودعنوان ژورنال:
- Chemical communications
دوره 26 شماره
صفحات -
تاریخ انتشار 2008