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Design and synthesis of new alkyl‐based chiral phosphoric acid catalysts
Author(s) -
Tang Xiaoxue,
He Hualing,
Fang Xiantao,
Chang Zexu,
Antilla Jon C.
Publication year - 2019
Publication title -
chirality
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.43
H-Index - 77
eISSN - 1520-636X
pISSN - 0899-0042
DOI - 10.1002/chir.23101
Subject(s) - chemistry , alkyl , aryl , phosphoric acid , catalysis , reactivity (psychology) , enantioselective synthesis , selectivity , combinatorial chemistry , organocatalysis , stereochemistry , organic chemistry , medicine , alternative medicine , pathology
Using chiral BINOL‐derived phosphoric acids (PA's) to activate substrates for enhanced reactivity is now regarded as a powerful strategy to control enantioselectivity in asymmetric synthesis. Generally, most substituents at the 3,3′‐positions of BINOL PA's are aryl derivatives. These derivatives are pivotal in attaining high selectivity. PA's with alkyl substituents in these positions have rarely been reported. Herein, we introduced alkyl‐based substituents at the 3,3′‐position of PA's. These new potential catalysts, if applied in reactions, may allow altered noncovalent interactions (as opposed to the typical aryl substituents in these positions) with substrates used in chiral PA‐catalyzed chemistry in the future.