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Multistep Phase‐Switch Synthesis by Using Liquid–Liquid Partitioning of Boronic Acids: Productive Tags with an Expanded Repertoire of Compatible Reactions
Author(s) -
Mothana Sam,
Grassot JeanMarie,
Hall Dennis G.
Publication year - 2010
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.200906710
Subject(s) - chemistry , sorbitol , phase (matter) , boronic acid , computer science , combinatorial chemistry , chromatography , organic chemistry
Tagging along : A system for phase‐switch synthesis has been developed. The boronic acid functionality is used as a phase tag that complexes to sorbitol and facilitates compound transfer from an organic solvent to water at high pH. The phase tag can then be used in a productive reaction step to generate targeted products, thereby eliminating purification by silica gel chromatography.