Multi-component cycloaddition approaches in the catalytic asymmetric synthesis of alkaloid targets.
Multi-component cycloaddition approaches in the catalytic asymmetric synthesis of alkaloid targets.
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DOI：
10.1039/b816702h
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发表时间：
2009-11
影响因子：
46.2
通讯作者：
Rovis T
中科院分区：
文献类型：
--
作者：
Perreault S;Rovis T
在有机合成中，由于在一个过程中形成多个键，环加成反应是一种有吸引力的快速形成分子复杂性的策略。为此，几个研究小组积极参与了催化方法的开发，以激活容易获得的π组分，实现环加成反应。然而，利用C-Nπ-组分通过这些过程形成杂环的研究还不是很成熟。以前已经证明了不同的异氰酸酯与两个炔烃通过金属催化的[2+2+2]环加成反应合成了几种类型的吡啶酮。这种化学的潜力已经扩展到作为C-Cπ-组分的烯烃，允许形成Sp3-立体中心。本文针对杂丁烯、炔烃和烯烃的[n+2+2]环加成反应，讨论了近年来在催化不对称合成吲哚里西定、喹唑咪啶和氮杂环丙烷骨架方面的最新进展。
Cycloaddition reactions are attractive strategies for rapid formation of molecular complexity in organic synthesis as multiple bonds are formed in a single process. To this end, several research groups have been actively involved in the development of catalytic methods to activate readily accessible π-components to achieve cycloadditions. However, the use of C-N π-components for the formation of heterocycles by these processes is less well developed. It has been previously demonstrated that the combination of different isocyanates with two alkynes yields pyridones of several types by metal-catalyzed [2+2+2] cycloadditions. The potential of this chemistry has been extended to alkenes as C-C π-components, allowing the formation of sp3-stereocenters. In this tutorial review directed towards [n+2+2] cycloaddition of heterocumulenes, alkynes and alkenes, the recent advances in catalytic asymmetric synthesis of indolizidine, quinolizidine and azocine skeletons are discussed.
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影响因子：
15
作者：
Boren, Brant C.;Narayan, Sridhar;Fokin, Valery V.
通讯作者：
Fokin, Valery V.
影响因子：
15
作者：
Cavallo, L;Solà, M
通讯作者：
Solà, M
影响因子：
15
作者：
Evans, PA;Lai, KW;Sawyer, JR
通讯作者：
Sawyer, JR
影响因子：
2.3
作者：
HOBERG, H;BARHAUSEN, D;SCHROTH, G
通讯作者：
SCHROTH, G
影响因子：
5.2
作者：
Lee, Ernest E.;Rovis, Tomislav
通讯作者：
Rovis, Tomislav