科研之友
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摘要
Allenyl- and propargylboronates have emerged as versatile reagents to effect regioselective propargylation or allenylation reactions of aldehydes, ketones, imines, and iminium ions. These boron-derived reagents have the ability to undergo transmetalation reactions with other metals (Ag, Cu, In, and Zn), often using only catalytic amounts of these metals, leading to more facile and highly regioselective reactions. Enantioselective organocatalyzed reactions have also been developed using, chiral diols, aminophenols, and phosphoric acids. This short review highlights recent developments in this area. 1 Introduction 2 Synthesis of Homopropargylic and alpha-Allenyl Alcohols 2.1 Direct Synthesis of Racemic Homopropargylic and alpha-Allenyl Alcohols 2.2 Metal-Catalyzed Synthesis of Racemic Homopropargylic and alpha-Allenyl Alcohols 2.3 Enantioselective Synthesis of Homopropargylic Alcohols Using Chiral Allenylboronates 2.4 Enantioselective Synthesis of Homopropargylic Alcohols and alpha-Allenyl Alcohols Using Chiral Organocatalysts 2.5 Metal-Catalyzed Enantioselective Synthesis of Homopropargylic and alpha-Allenyl Alcohols 3 Synthesis of Homopropargylic and -Allenyl Amines 3.1 Direct Synthesis of Homopropargylic Amines from Imines and Iminium Ions 3.2 Metal-Catalyzed Synthesis of Racemic Homopropargylic and alpha-Allenyl Amines 3.3 Enantioselective Synthesis of alpha-Allenyl Amines Using Catalytic Amounts of a Chiral Aminophenol 3.4 Metal-Catalyzed Diastereoselective Synthesis of Chiral Homopropargylic and alpha-Allenyl Amines from Chiral N-tert-Butylsulfinylimines 3.5 Metal-Catalyzed Enantioselective Synthesis of Chiral Homopropargylic and alpha-Allenyl Amines 4 Applications to Synthesis 5 Conclusions
- 出版日期2017-4
