AI Article Synopsis
- An efficient 10-step synthesis of the macrolactone 3 from alkene 6 is detailed, utilizing a Stille coupling as a key reaction.
- The process involves converting the produced alkene 15 into macrolactone 3 through base-induced macrolactonization.
- Furthermore, macrolactone 3 can be transformed into known intermediates for salicylihalamides A and B in three and five additional steps, respectively.
Article Abstract
An efficient synthesis of the macrolactone 3 of the salicylihalamides in 10 linear steps from alkene 6 is described. The key steps involved a Stille coupling between the chiral stannane 5 and benzyl bromide 4, which produced alkene 15 in good yield, and subsequent base-induced macrolactonization then gave compound 3. Macrolactone 3 was then converted into the known salicylihalamide A intermediate 18 in a three-step sequence. Compound 3 was also converted into another known salicylihalamide A and B intermediate 23 in a five-step sequence.
Download full-text PDF |
Source |
|---|---|
| http://dx.doi.org/10.1021/jo026798h | DOI Listing |
Publication Analysis
Top Keywords
converted salicylihalamide
8
salicylihalamide intermediate
8
formal total
4
total synthesis
4
synthesis salicylihalamides
4
salicylihalamides efficient
4
efficient synthesis
4
synthesis macrolactone
4
macrolactone salicylihalamides
4
salicylihalamides linear
4
Similar Publications
Want AI Summaries of new PubMed Abstracts delivered to your In-box?
Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!