Stereocontrolled route to the synthesis of (+/-)-3-amino-2,2-dimethyl-1,3-diphenylpropan-1-ol
Title | Stereocontrolled route to the synthesis of (+/-)-3-amino-2,2-dimethyl-1,3-diphenylpropan-1-ol |
Publication Type | Journal Article |
Year of Publication | 2010 |
Authors | Patil, MN, Bhowmick, KC, Joshi, NN |
Journal | Tetrahedron Letters |
Volume | 51 |
Issue | 45 |
Pagination | 5927-5929 |
Date Published | NOV |
ISSN | 0040-4039 |
Keywords | 1, 3-Aminoalcohol, Aldol-Tishchenko reaction, beta-Hydroxy oxime, Diastereoslective reduction |
Abstract | Both the diastereomers of (+/-)-3-amino-2,2-dimethyl-1,3-diphenylpropan-1-ol were synthesized starting from a common intermediate, namely,B-hydroxy, oxime 6. Diastereoselective reduction with NaBH(4)/TiCl(4) and H(2)-Pd/C provided syn- and anti-isomers, respectively. Good overall yield and selectivity were realized using a simple protocol. (C) 2010 Elsevier Ltd. All rights reserved. |
DOI | 10.1016/j.tetlet.2010.09.011 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 2.618 |
Divison category:
Organic Chemistry