✦ LIBER ✦

Further developments in the synthesis of lamellarin alkaloids via direct metal–halogen exchange

✍ Scribed by Poonsakdi Ploypradith; Wiyada Jinaglueng; Chitkavee Pavaro; Somsak Ruchirawat

Book ID: 104252947
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 264 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02887-3

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✦ Synopsis

Direct metal-halogen exchange of 2-bromopyrrole carbonate derivatives with tert-butyllithium followed by the intramolecular lactonization of the resulting 2-pyrrole anion onto the carbonate provided the corresponding lamellarins in moderate to good yield. The lamellarin framework could be obtained from the direct metal-halogen exchange strategy in a 26-33% overall yield over 5-6 steps.

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