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Diastereodivergent Synthesis of Chiral vic ‐Disubstituted‐Cyclobutane Scaffolds: 1,3‐Amino Alcohol and 1,3‐Diamine Derivatives – Preliminary Use in Organocatalysis
Author(s) -
Mayans Enric,
Gargallo Albert,
ÁlvarezLarena Ángel,
Illa Ona,
Ortuño Rosa M.
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201307
Subject(s) - chemistry , cyclobutane , organocatalysis , bifunctional , regioselectivity , alcohol , diamine , enantioselective synthesis , amino acid , combinatorial chemistry , catalysis , organic chemistry , stereochemistry , ring (chemistry) , biochemistry
The synthesis of chiral cyclobutane containing 1,3‐amino alcohols and 1,3‐diamines has been accomplished in an efficient and diastereodivergent manner from a common chiral precursor. Regioselective manipulation of functional groups in the prepared products provides an easy entry to several derivatives, such as thioureas. Preliminary results on the use of these compounds as bifunctional organocatalysts are reported.