| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 5216615 | Tetrahedron | 2013 | 6 Pages |
Abstract
The first total synthesis of triumfettamide (1) is described. The asymmetric syntheses of two highly functionalized units-α-hydroxylated C17 monounsaturated fatty acid unit (2) and C26 phytosphingosine (3) have been accomplished involving Sharpless asymmetric dihydroxylation, Sharpless kinetic resolution, regioselective epoxide opening, regioselective DIBAL-H reduction of acetal, Wittig olefination as the key steps. Finally N-acylation of phytosphingosine 3 with (2R,6Z)-2-hydroxy-6-heptadecenoic acid 2 followed by DDQ deprotection of PMB, provided target compound 1.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Thongam Joymati Devi, Bishwajit Saikia, Nabin C. Barua,