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Enantioselective total synthesis of (R)-strongylodiols A and B

✍ Scribed by Stefan Reber; Thomas F Knöpfel; Erick M Carreira


Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
145 KB
Volume
59
Category
Article
ISSN
0040-4020

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✦ Synopsis


We describe an expeditious enantioselective total synthesis of the acetylenic marine natural products (R)-strongylodiols A and B. Central to the strategy is the use of Zn(OTf) 2 , amine base, and N-methyl ephedrine to mediate the direct addition of a 1,3-diyne to two longchain aliphatic aldehydes in useful selectivities and yields.


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Enantioselective total synthesis of sali
✍ Denis Labrecque; Sylvie Charron; Rabindra Rej; Charles Blais; Serge Lamothe 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 99 KB

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.