4-Formylazetidin-2-one as a useful building block for the formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine
| Title | 4-Formylazetidin-2-one as a useful building block for the formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine |
| Publication Type | Journal Article |
| Year of Publication | 2007 |
| Authors | Kale, AS, Sakle, PS, Gumaste, VK, Deshmukh, ARakeeb A |
| Journal | Synthesis-Stuttgart |
| Volume | 17 |
| Pagination | 2631-2636 |
| Date Published | SEP |
| Type of Article | Article |
| ISSN | 0039-7881 |
| Keywords | azetidin-2-one, beta-lactam, Grignard reaction, Phytosphingosine, Sphingosine |
| Abstract | Stereoselective formal synthesis of xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine is described starting from an enantiopure formyl-substituted P-lactam. Grignard reaction of the N-Boc-protected-beta-lactam carbonyl group, followed by further transformations, provides a common intermediate for xylo-(2S,3R,4R)-phytosphingosine and threo-(2S,3S)-sphingosine. |
| DOI | 10.1055/s-2007-983815 |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 2.652 |
Divison category:
Organic Chemistry