一工程で多数の結合を生成するため、単純にルートの効率化・短工程化・後処理の単純化に寄与する。
反応系中で活性官能基が生成するために余計な活性化剤を必要とせず、アトムエコノミーも高くなる傾向がある。
以上の性質のために、環境調和型化学プロセスの確立に重要なコンセプトの一つと言われている。
カスケード反応は定義上、分子内反応であり、分子間反応たる多成分連結反応(MCR)とは厳密に区別されている。
関連文献
[1]”Tandem reactions, cascade sequences, and biomimetic strategies in total synthesis”Nicolaou, K. C.; Montagnon, T.; Snyder,S. A. Chem. Commun. 2003, 551. DOI: 10.1039/B209440C
[2]”Cascade Reactions in Total Synthesis ”Cascade reactions and biomimetic strategies are being increasingly applied to the construction of natural and designed molecules. Such processes, in which ideally a single event triggers the conversion of a starting material to a product which then becomes a substrate for the next reaction until termination leads to a stable final product, are highly desirable not only due to their elegance, but also because of their efficiency and economy in terms of reagent consumption andpurification. Often, these multistep, one-pot procedures are accompanied by dramatic increases in molecular complexity and impressive selectivity. The discovery of new molecular diversity from Nature and the demand for more efficient and environmentally benign chemical processes dictates and invites the further development of such synthetic strategies and tactics as we move into a new age of chemical synthesis. Within this article, a number of instructive examples of such synthetic strategies from the principal author’s laboratories are discussed.
Nicolaou, K. C.; Edmonds, D. J.; Bulger, P. G. Angew. Chem. Int. Ed. 2006, 45, 7134. DOI:10.1002/anie.200601872
[3]Tietze, L. F. Chem. Rev. 1996, 96, 115.The design and implementation of cascade reactions is a challenging facet of organic chemistry, yet one that can impart striking novelty, elegance, and efficiency to synthetic strategies. The application of cascade reactions to natural products synthesis represents a particularly demanding task, but the results can be both stunning and instructive. This Review highlights selected examples of cascade reactions in total synthesis, with particular emphasis on recent applications therein. The examples discussed herein illustrate the power of these processes in the construction of complex molecules and underscore their future potential in chemical synthesis.
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