ROLE OF RADICAL-INITIATED CYCLIZATION REACTIONS IN THE SYNTHESIS OF ARTEMISININ BASED NOVEL RING SKELETONS

Authors
VENUGOPALAN B SHINDE SL KARNIK PJ
Citation
B. Venugopalan et al., ROLE OF RADICAL-INITIATED CYCLIZATION REACTIONS IN THE SYNTHESIS OF ARTEMISININ BASED NOVEL RING SKELETONS, Tetrahedron letters, 34(39), 1993, pp. 6305-6308
Citations number
20
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
34
Issue
39
Year of publication
1993
Pages
6305 - 6308
Database
ISI
SICI code
0040-4039(1993)34:39<6305:RORCRI>2.0.ZU;2-4
Abstract
Refluxing the propargyl ether 2c with nBu3SnH/AIBN in toluene gave the clean single stereoisomer 3. Similarly the other isomer 2d underwent a smooth radical cyclisation to give 5. The allyl ether 2e gave 6, a 1 ,2-cis 1,5-trans product, under similar condition whereas the ether 2f gave two products, namely, Compound 7 (1,2-cis 1,5-cis) and Compound 8 (1,2-cis 1,5-trans).