Asymmetric synthesis of functionalized benzo[a]quinolizine derivatives via a diastereoselective N-acyliminium ion cyclization

Yong Sup Lee; Soo Sung Kang; Jung Hoon Choi; Hokoon Park

doi:10.1016/S0040-4020(97)00070-7

Asymmetric synthesis of functionalized benzo[a]quinolizine derivatives via a diastereoselective N-acyliminium ion cyclization

Yong Sup Lee, Soo Sung Kang, Jung Hoon Choi, Hokoon Park

Pharmaceutical Sciences

Research output: Contribution to journal › Article › peer-review

23 Scopus citations

Abstract

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 N-acyliminium ion cyclization of chiral lactam 11b.

Original language	English
Pages (from-to)	3045-3056
Number of pages	12
Journal	Tetrahedron
Volume	53
Issue number	9
DOIs	https://doi.org/10.1016/S0040-4020(97)00070-7
State	Published - 3 Mar 1997

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title = "Asymmetric synthesis of functionalized benzo[a]quinolizine derivatives via a diastereoselective N-acyliminium ion cyclization",

abstract = "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 N-acyliminium ion cyclization of chiral lactam 11b.",

author = "Lee, {Yong Sup} and Kang, {Soo Sung} and Choi, {Jung Hoon} and Hokoon Park",

note = "Funding Information: Acknowledgment. Financial support from the Korea Ministry of",

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AU - Lee, Yong Sup

AU - Kang, Soo Sung

AU - Choi, Jung Hoon

AU - Park, Hokoon

N1 - Funding Information: Acknowledgment. Financial support from the Korea Ministry of

PY - 1997/3/3

Y1 - 1997/3/3

N2 - 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 N-acyliminium ion cyclization of chiral lactam 11b.

AB - 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 N-acyliminium ion cyclization of chiral lactam 11b.

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U2 - 10.1016/S0040-4020(97)00070-7

DO - 10.1016/S0040-4020(97)00070-7

M3 - Article

AN - SCOPUS:0031550875

SN - 0040-4020

VL - 53

SP - 3045

EP - 3056

JO - Tetrahedron

JF - Tetrahedron

IS - 9

ER -

Asymmetric synthesis of functionalized benzo[a]quinolizine derivatives via a diastereoselective N-acyliminium ion cyclization

Abstract

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