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Rhodium‐Catalyzed Diastereoselective Cyclization of Allenyl‐Sulfonylcarbamates: A Stereodivergent Approach to 1,3‐Aminoalcohol Derivatives
Author(s) -
Spreider Pierre A.,
Haydl Alexander M.,
Heinrich Marc,
Breit Bernhard
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201609366
Subject(s) - rhodium , intramolecular force , chemistry , catalysis , combinatorial chemistry , allene , reaction conditions , organic chemistry , stereochemistry
A diastereoselective and stereodivergent rhodium‐catalyzed intramolecular coupling of sulfonylcarbamates with terminal allenes is described and it provides selective access to 1,3‐aminoalcohol derivatives, scaffolds found in bioactive compounds. The reaction is compatible with a large range of different functional groups, thus furnishing products with high diastereoselectivities and yields. Moreover, multigram scale reactions, as well as the application of suitable product transformations were demonstrated.