Total syntheses of schulzeines B and C
| Title | Total syntheses of schulzeines B and C |
| Publication Type | Journal Article |
| Year of Publication | 2007 |
| Authors | Gurjar, MK, Pramanik, C, Bhattasali, D, Ramana, CV, Mohapatra, DK |
| Journal | Journal of Organic Chemistry |
| Volume | 72 |
| Issue | 17 |
| Pagination | 6591-6594 |
| Date Published | AUG |
| Type of Article | Article |
| Keywords | Alpha-Glucosidase Inhibitors; Asymmetric Dihydroxylation; Adjuvant Activity; Pinellic Acid; Ketones; Reduction; Reagents; Configuration; Imbricatine;Alkaloids |
| Abstract | Schulzeines B (2) and C (3) were synthesized by a convergent strategy using epimeric tricyclic lactam building blocks, 4 and 5, and the C28 fatty acid side chain 6. Syntheses of tricyclic lactams (4/5) were achieved by Bischler-Napieralski reaction. Sharpless asymmetric dihy-droxylation and BINAL-H-mediated asymmetric reduction of an enone was employed to prepare the key fatty acid side chain 6. The spectral as well as analytical data of 2 and 3 were in good agreement with the reported data for the natural products, thus confirming their assigned structures. |
| DOI | 10.1021/jo070560h |
| Funding Agency | Council of Scientific & Industrial Research (CSIR) - India |
| Type of Journal (Indian or Foreign) | Foreign |
| Impact Factor (IF) | 4.785 |
Divison category:
Organic Chemistry