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Asymmetric Catalytic 1,2-Hydroperoxidation of Isatin-Derived Ketimine with Hydrogen Peroxide in the Crowding Environment of PEGs

Organic LettersPublished 23 February 2017
Wengang Guo, Yan Liu, Can Li
Citations38
SJR quartileQ1
SJR score1.24
SNIP1.03

TL;DR

The first enantioselective catalytic 1,2-hydroperoxidation has been achieved in the presence of PEG-600 using an acid-base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched α-N-substituted hydroperoxides bearing an oxindole moiety with excellent stereoselectivities.

Abstract

The first enantioselective catalytic 1,2-hydroperoxidation has been achieved in the presence of PEG-600 using an acid-base bifunctional chiral squaramide as the organocatalyst, affording a range of enantioenriched α-N-substituted hydroperoxides bearing an oxindole moiety with excellent stereoselectivities (up to 99% ee).

Keywords

Chemistry