Bibliographic Details
| Title: |
1-(2,4,6-Triisopropylphenyl)ethylamine: A New Chiral Auxiliary for the Asymmetric Synthesis of γ-Amino Acid Derivatives. |
| Authors: |
Cividino, Pascale1, Py, Sandrine1 sandrine.py@ujf-grenoble.fr, Delair, Philippe1, Greene, Andrew E.1 andrew.greene@ujf-grenoble.fr |
| Source: |
Journal of Organic Chemistry. 1/19/2007, Vol. 72 Issue 2, p485-493. 9p. 3 Charts. |
| Subjects: |
Ethylamines, Asymmetric synthesis, Amino acids, Aldehydes, Chemical reactions, Organic chemistry |
| Abstract: |
The title compound has proven to be an excellent chiral auxiliary for nitrones in SmI2-mediated reductive coupling with α,β-unsaturated esters. A variety of such nitrones, prepared from aldehydes and enantiopure N-hydroxy-1-(2,4,6-triisopropylphenyl)ethylamine, afforded γ-N-hydroxyamino esters in high yields and diastereomeric purity. These adducts, readily available as either enantiomer, could be transformed into γ-N-acetoxyamino esters, N-Boc-γ-amino esters, and γ-lactams. [ABSTRACT FROM AUTHOR] |
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| Database: |
Engineering Source |
