Asymmetric synthesis of functionalized benzo[a]quinolizine derivatives via a diastereoselective N-acyliminium ion cyclization
β Scribed by Yong Sup Lee; Soo Sung Kang; Jung Hoon Choi; Hokoon Park
- Publisher
- Elsevier Science
- Year
- 1997
- Tongue
- French
- Weight
- 601 KB
- Volume
- 53
- Category
- Article
- ISSN
- 0040-4020
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β¦ Synopsis
A chiral synthesis of functionalized benzo[a]quinolizine derivative (5) has been accomplished starting from a chiral lactone 7. The key feature is the efficient control of the stereochemistry of ring juncture of the functionalized benzo[a]quinolizine derivative 5 by the Nacyliminium ion cyclization of chiral lactam llb.
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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-