A Cycloaddition Approach to Cyclopentenes via Metalladienes as 4.pi. Partners

A Cycloaddition Approach to Cyclopentenes via Metalladienes as 4.pi. Partners
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DOI:
10.1021/ja00084a084
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发表时间:
1994-03
影响因子:
15
通讯作者:
B. Trost;A. Hashmi
B. Trost;A. Hashmi
中科院分区:
化学1区
文献类型:
--
作者:
B. Trost;A. Hashmi

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环加成反应在合成效率方面几乎是理想的:它们具有高度的原子经济性,而且往往是选择性的。在这些反应中,Diels-Alder反应尤为突出。该工艺的优势之一是能够用其他元素取代碳,特别是氮和氧等杂原子,在两个反应伙伴中,为合成杂环提供了机会。1我们想知道过渡金属是否可以发挥这样的作用,因为由此产生的“杂环”可以进行进一步的反应,例如还原消除,以产生不能通过直接diels - alder反应获得的环体系,如eq 1所示。
Cycloaddition reactions represent almost the ideal in terms of synthetic efficiency: they are highly atomeconomical and frequently are selective. Among such reactions, the Diels-Alder reaction stands out. One of the strengths of this process has been the ability to replace carbon by other elements, notably heteroatoms like nitrogenand oxygen, in both reaction partners, opening opportunities for synthesizing heterocycles. 1 We won-dered whether a transition metal might function in such a role since the resultant “heterocycle" could undergo further reactions, such as reductive elimination, to generate ring systems not available by directDiels-Alder reactions as illustrated in eq 1.