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Pictet–Spengler reaction: is carbonyl the best choice? A highly diastereoselective alternative approach to trans-1,3-disubstituted tetrahydro-β-carbolines

✍ Scribed by Kamaljit Singh; Prasant K Deb

Book ID
104210457
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
152 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis

Unprecedented 1,2,3-trisubstituted tetrahydro-b-carbolines (THBCs) have been synthesized via a short and highly diastereoselective synthetic route. The key step of the sequence is a ¯exible variant of the Pictet± Spengler reaction employing synthetic equivalents of several non-available carbonyl compounds. Using one such synthon, the resultant THBC could be further ring-closed to a tetracyclic indole alkaloidal skeleton.

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Enhancing the yield and diastereoselecti
Enhancing the yield and diastereoselectivity of the Pictet-Spengler reaction: A highly efficient route to Cis-1,3-disubstituted tetrahydro-β-carbolines
✍ Patrick D. Bailey; Madeleine H. Moore; Keith M. Morgan; David I. Smith; John M. 📂 Article 📅 1994 🏛 Elsevier Science 🌐 French ⚖ 182 KB

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