Synthesis 2001(12): 1851-1855
DOI: 10.1055/s-2001-17516
PAPER
© Georg Thieme Verlag Stuttgart · New York

One-Pot Preparation of Pyranoquinolinones by Ytterbium(III) Trifluoromethanesulfonate-Catalyzed Reactions: Efficient Synthesis of Flindersine, N-Methylflindersine, and Zanthosimuline Natural Products

Yong Rok Lee*a, Hyuk Il Kweona, Wha Soo Koha, Kyung Rak Minb, Youngsoo Kimb, Seung Ho Leec
a School of Chemical Engineering and Technology, Yeungnam University, Kyongsan 712-749, Korea
b College of Pharmacy, Chungbuk National University, Cheongju 361-763, Korea
c College of Pharmacy, Yeungnam University, Kyongsan 712-749, Korea
Fax: +82(53)8148790; e-Mail: yrlee@yeungnam.ac.kr;
Further Information

Publication History

Received 14 May 2001
Publication Date:
11 August 2004 (online)

Abstract

An efficient synthesis of pyranoquinolinones is achieved by ytterbium(III) triflate-catalyzed reaction of 4-hydroxy-2-quinolones with a variety of α,β-unsaturated aldehydes in moderate yields. This new method has been applied to the synthesis of pyranoquinolinone alkaloids.