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Asymmetric synthesis of both enantiomers of novel tetracyclic heterocycle, furo[3′,2′:2,3]pyrrolo[2,1-a]isoquinoline derivative via a diastereoselective N-acyliminium ion cyclization

✍ Scribed by Jae Yeol Lee; Yong Sup Lee; Bong Young Chung; Hokoon Park

Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
527 KB
Volume
53
Category
Article
ISSN
0040-4020

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✦ Synopsis

An efficient synthesis of both enantiomers of tetracyclic isoquinoline derivative (-)-2 and (+)-2 was accomplished starting from L-malic acid and L-tartaric acid, respectively. The key step is the stereoselective introduction of quaternary carbon-center in ring juncture using a diastereoselective N-acyliminium ion eyclization of chiral enamides

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