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Synthesis of Multifunctional α , α ‐Difluoroketones through Allylic Alkylation of Difluoroenoxysilanes with MBH Carbonates
Author(s) -
Pan BoWen,
Shi Yang,
Tian YouPing,
Zhou Ying,
Zhou Jian,
Yu JinSheng
Publication year - 2020
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202001145
Subject(s) - tsuji–trost reaction , dabco , alkylation , combinatorial chemistry , allylic rearrangement , catalysis , chemistry , molecule , scale (ratio) , organic chemistry , physics , quantum mechanics
The first allylic alkylation of difluoroenoxysilanes with MBH carbonates catalyzed by triethylenediamine (DABCO) is developed, which allows rapid access to multifunctional α ‐ gem ‐difluoroketones with up to 97% yields. Moreover, the gram‐scale synthesis and the diversifying transformation of products to valuable gem ‐difluorinated molecules highlight the practicality of this methodology.