Catalytic Asymmetric Synthesis of α-Trifluoromethylated Carbinols: A Case Study of Tertiary Propargylic Alcohols

Hidetoshi Noda, Naoya Kumagai, Masakatsu Shibasaki

研究成果: Review article査読

26 被引用数 (Scopus)

抄録

Enantioenriched CF3-substituted tertiary alcohols have been applied in a broad range of chemical disciplines, including medicinal chemistry and agrochemistry. The widely prescribed anti-HIV pharmaceutical efavirenz is one particular example of the application of these chiral building blocks. Because the typical synthetic route to this small drug molecule involves the stoichiometric use of a chiral promoter, significant effort has been devoted to the development of catalytic alternatives for accessing this building block. In this Focus Review, we summarize the catalytic asymmetric synthesis of CF3-substituted tertiary propargylic alcohols based on three retrosynthetic approaches, namely one trifluoromethylation approach and two building-block strategies. The general challenges that are involved in the construction of a CF3-substituted tetrasubstituted stereogenic carbon species are highlighted and possible future directions in the field are discussed.

本文言語English
ページ(範囲)599-612
ページ数14
ジャーナルAsian Journal of Organic Chemistry
7
4
DOI
出版ステータスPublished - 2018 4月
外部発表はい

ASJC Scopus subject areas

  • 有機化学

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