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Synthesis of the C1–C9, C11–C19 Pyran Core and C19–C24 Fragments of Macrolactin 3
| Content Provider | Semantic Scholar |
|---|---|
| Author | Reddy, A. Maheshwar Sabitha, Gowravaram |
| Copyright Year | 2017 |
| Abstract | We describe herein an efficient synthesis of the C1–C9, C11–C19 pyran moiety and C18–C24 core fragments of macrolactin 3. The prominent features of this work include construction of the Z -double bond of the 1,3-( Z , E )-diene system utilizing Horner–Wadsworth–Emmons reaction under Still–Gennari conditions. A Sharpless asymmetric epoxidation and subsequent epoxide opening under BF 3 ·OEt 2 conditions were applied to generate the stereogenic centers at C15 and C16, oxa-Michael addition and Jacobsen resolution facilitate the synthesis of the fragments. |
| Starting Page | 166 |
| Ending Page | 172 |
| Page Count | 7 |
| File Format | PDF HTM / HTML |
| DOI | 10.1055/s-0036-1591844 |
| Volume Number | 01 |
| Alternate Webpage(s) | https://www.thieme-connect.com/products/ejournals/pdf/10.1055/s-0036-1591844.pdf |
| Alternate Webpage(s) | https://doi.org/10.1055/s-0036-1591844 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |
