Literature DB >> 28627170

Role of the Nozaki-Hiyama-Takai-Kishi Reaction in the Synthesis of Natural Products.

Alejandro Gil1,2, Fernando Albericio1,2,3, Mercedes Álvarez1,2.   

Abstract

The Nozaki-Hiyama-Takai-Kishi (NHTK) reaction was discovered in the late 1970s and, since then, its main application has been its use in total synthesis. In this comprehensive review, the efficiency of the NHKT reaction in the synthesis of a great number of different scaffolds present in complex natural products is analyzed. The preparation of enol and allylic and propargylic alcohol motifs is discussed, highlighting factors such as yield, chemoselectivity, stereoselectivity, or the importance of protecting groups. The review is divided into two main sections: intermolecular and intramolecular NHTK reactions. A final discussion about the current "state-of-art" and future perspectives for the use of this transformation in total synthesis is also included.

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Year:  2017        PMID: 28627170     DOI: 10.1021/acs.chemrev.7b00144

Source DB:  PubMed          Journal:  Chem Rev        ISSN: 0009-2665            Impact factor:   60.622


  11 in total

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9.  Enantioselective Nozaki-Hiyama-Kishi allylation-lactonization for the syntheses of 3-substituted phthalides.

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