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Short Synthesis of Skeletally and Stereochemically Diverse Small Molecules by Coupling Petasis Condensation Reactions to Cyclization Reactions
Author(s) -
Kumagai Naoya,
Muncipinto Giovanni,
Schreiber Stuart L.
Publication year - 2006
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.200600497
Subject(s) - chemistry , intramolecular force , mannich reaction , combinatorial chemistry , condensation , molecule , coupling reaction , boronic acid , component (thermodynamics) , organic chemistry , catalysis , physics , thermodynamics
An efficient synthetic pathway to skeletally and stereochemically diverse molecules is described. Densely functionalized amino alcohols were readily synthesized through a Petasis three‐component, boronic acid Mannich reaction. Their intramolecular cyclization provided a collection of diverse single‐isomer compounds with 15 different types of skeletons in three to five steps.