4-Formylazetidin-2-ones, synthon for the synthesis of (2R,3S) and (2S,3R)-3-amino-2-hydroxydecanoic acid (AHDA)
| Title | 4-Formylazetidin-2-ones, synthon for the synthesis of (2R,3S) and (2S,3R)-3-amino-2-hydroxydecanoic acid (AHDA) |
| Publication Type | Journal Article |
| Year of Publication | 2006 |
| Authors | Shirode, NM, Deshmukh, ARAS |
| Journal | Tetrahedron |
| Volume | 62 |
| Issue | 18 |
| Pagination | 4615-4621 |
| Date Published | MAY |
| Type of Article | Article |
| ISSN | 0040-4020 |
| Keywords | Amino acids, azetidin-2-ones, Staudinger reaction, stereoselective synthesis, Wittig reaction |
| Abstract | An efficient synthesis of 3-amino-2-hydroxydecanoic acid (AHDA), a nonproteinogenic amino acid, using enantiopure 3-benzyloxy-4-formylazetidin-2-one as a building block is described. Both the enantiomers of AHDA have been synthesized from the corresponding enantiomer of 3-benzyloxy-4-formylazetidin-2-one in good yield and optical purity. (c) 2006 Published by Elsevier Ltd. |
| DOI | 10.1016/j.tet.2006.01.082 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.654 |
Divison category:
Organic Chemistry