First total synthesis of tetrasubstituted tetrahydrofuran lignan, (-)-virgatusin

Authors
Yoda, H Mizutani, M Takabe, K
Citation
H. Yoda et al., First total synthesis of tetrasubstituted tetrahydrofuran lignan, (-)-virgatusin, TETRAHEDR L, 40(25), 1999, pp. 4701-4702
Citations number
16
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
25
Year of publication
1999
Pages
4701 - 4702
Database
ISI
SICI code
0040-4039(19990618)40:25<4701:FTSOTT>2.0.ZU;2-#
Abstract
The first asymmetric total synthesis of (-)-virgatusin, a new furanolignan, isolated from phyllanthus virgatus, was accomplished in a stereoselective manner by nucleophilic addition of organolithium reagent to the functionali zed lactone elaborated from dihydroxyacetone dimer followed by asymmetric d eoxygenation of the hemiketal intermediate. (C) 1999 Elsevier Science Ltd. All rights reserved.