KCS Publications

HOME > Search > Browsing(BKCS) > Archives

Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 32, Number 1
BKCSDE 32(1)
January 20, 2011

Title	Concise Synthesis of (±)-Rhinacanthin A, Dehydro α-lapachone, and β-Lapachone, and Pyranonaphthoquinone Derivatives
Author	Xue Wang, Ye Chen, Yong Rok Lee*
Keywords	Pyranonaphthoquinones, Rhinacanthin A, Dehydro-α-lapachone, β-Lapachone
Abstract	A concise synthesis of (±)-rhinacanthin A is achieved in two steps by epoxidation of dehydro-α-lapachone, followed by chemo- and regioselective reduction. Dehydro-α-lapachone was also synthesized in two steps starting from 4-methoxy- 1-naphthol by ethylenediamine diaetate (EDDA)-catalyzed benzopyran formation and a CAN-mediated oxidation reaction. β-Lapachone was synthesized in three steps from 4-methoxy-1-naphthol by benzopyran formation, catalytic hydrogenation, and Jones oxidation. As additional reactions, synthesis of pyranonaphthoquinone derivatives with the pyranokunthone B skeleton has been achieved in a single step from readily available 2-hydroxy-6-methoxy- 1,4-naphthoquinone and 2-hydroxy-7-methoxy-1,4-naphthoquinone.
Page	153 - 156
Full Text	PDF

How to access to the WOL for The Bulletin of the Korean Chemical Society ?

The Bulletin of the Korean Chemical Society will be co-published with Wiley-VCH from 2015 towards. The online version of the Journal will thus be available on Wiley Online Library, Wiley(-VCH)'s global online platform.

KCS members can get a free online access to the Bulletin of the Korean Chemical Society in WOL.

Free Access to WOL