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Org Lett. 2014 Apr 4;16(7):1976-9. doi: 10.1021/ol500524y. Epub 2014 Mar 24.

Stereocontrolled total synthesis of hedyotol A.

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1
School of Pharmaceutical Sciences, University of Shizuoka , 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

Abstract

The total synthesis of hedyotol A (1), a natural product isolated from Hedyotis lawsoniae (DC.) Wight et Arn. (Rubiaceae), was accomplished in a highly stereocontrolled manner. Key steps include an L-proline-catalyzed cross-aldol reaction and the biomimetic construction of a furofuran lignan skeleton through a quinomethide intermediate.

PMID:
24660822
DOI:
10.1021/ol500524y
[Indexed for MEDLINE]
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