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Palladium‐Catalysed Carboborylation for the Synthesis of Borylated Indanes
Author(s) -
Zieba Andrzej,
Hooper Joel F.
Publication year - 2021
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202100309
Subject(s) - indane , chemistry , palladium , alkene , enantioselective synthesis , catalysis , aryl , ligand (biochemistry) , combinatorial chemistry , ring (chemistry) , organic chemistry , stereochemistry , medicinal chemistry , alkyl , receptor , biochemistry
A palladium‐catalysed carboborylation reaction for the synthesis of borylated indanes has been investigated. This reaction proceeds in good yields with an achiral catalyst, and is tolerant of substitution on the aryl ring, although sensitivity to the substitution of the alkene was observed. Initial studies towards an enantioselective version of this reaction were undertaken, identifying phosphoramidites as a promising ligand class. This allowed for the synthesis of chiral indane and indolone products with moderate levels of enantioselectivity.