Formal Total Synthesis of Salicylihalamides A and B
✍ Scribed by Holloway, Georgina A.; Hügel, Helmut M.; Rizzacasa, Mark A.
- Book ID
- 125546699
- Publisher
- American Chemical Society
- Year
- 2003
- Tongue
- English
- Weight
- 127 KB
- Volume
- 68
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
## Abstract The paper illustrates two efficient routes to macrolactone **19** containing a 3‐(__para__‐methoxybenzyloxy)propyl side chain at C‐15. The chiral center at C‐15 was introduced by a Noyori reduction of keto ester **5**. The intermediate common to both routes, aldehyde **8**, was prepared
We have devised a total synthesis of (12R,13S,15R) salicylihalamides A and B, which allowed revision of the absolute stereochemistry of the natural compounds. The same strategy was then applied to the preparation of naturally occurring salicylihalamides.