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Rhodium‐Catalyzed Remote C(sp 3 )−H Borylation of Silyl Enol Ethers
Author(s) -
Li Jie,
Qu Shuanglin,
Zhao Wanxiang
Publication year - 2020
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201913281
Subject(s) - borylation , hydroboration , rhodium , silylation , enol , chemistry , alkene , isomerization , catalysis , boranes , medicinal chemistry , functional group , organic chemistry , photochemistry , combinatorial chemistry , boron , alkyl , aryl , polymer
A rhodium‐catalyzed remote C(sp 3 )−H borylation of silyl enol ethers (SEEs, E / Z mixtures) by alkene isomerization and hydroboration is reported. The reaction exhibits mild reaction conditions and excellent functional‐group tolerance. This method is compatible with an array of SEEs, including linear and branched SEEs derived from aldehydes and ketones, and provides direct access to a broad range of structurally diverse 1, n ‐borylethers in excellent regioselectivities and good yields. These compounds are precursors to various valuable chemicals, such as 1, n ‐diols and aminoalcohols.