Ring A functionalization of terpenoids by the unusual Baeyer-Villiger rearrangement of aliphatic aldehydes

Citation
Af. Barrero et al., Ring A functionalization of terpenoids by the unusual Baeyer-Villiger rearrangement of aliphatic aldehydes, SYNLETT, (6), 1999, pp. 713-716
Citations number
15
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
6
Year of publication
1999
Pages
713 - 716
Database
ISI
SICI code
0936-5214(199906):6<713:RAFOTB>2.0.ZU;2-J
Abstract
A new methodology is described for transforming resinic acids into nor-alco hols and nor-olefins, via the Baeyer-Villiger rearrangement of the derived aldehyde. Based on this methodology 4-hydroxy-18-nor-abieta-8,11,13-trien-7 -on and 18-nor-abieta-8,11,13-triene-4,7 alpha-diol, two new terpenoids rec ently described, have been synthesized from abietic acid.