Synthetic studies toward anisatin: A formal synthesis of (+/-)-8-deoxyanisatin

Authors
Citation
Tp. Loh et Qy. Hu, Synthetic studies toward anisatin: A formal synthesis of (+/-)-8-deoxyanisatin, ORG LETT, 3(2), 2001, pp. 279-281
Citations number
29
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
2
Year of publication
2001
Pages
279 - 281
Database
ISI
SICI code
1523-7060(20010125)3:2<279:SSTAAF>2.0.ZU;2-E
Abstract
[GRAPHICS] An efficient strategy to construct the congested C-7a quaternary chiral cen ter of anisatin was developed, by way of an Eschenmoser-Claisen rearrangeme nt, Conversion of the resultant amide to Kende's epsilon -lactone intermedi ate 3 in four steps completed a concise formal synthesis of (+/-)-8-deoxyan isatin (2).