๐”– Bobbio Scriptorium
โœฆ   LIBER   โœฆ

Easy access to highly functionalized bicyclic lactones and ketones

โœ Scribed by Marie-Claude Roux; Lya Wartski; Martine Nierlich; Daniel Vigner; Monique Lance

Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
787 KB
Volume
50
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

Lewis acid catalyzed cyckation of lactones 1 -4 or cyclohexanone 5 bearing trans vicinal aroyl and allylic moieties provided stenoselectively fanclionakd trans fased ring lactones and cyclohexaoones as well as aromatic analogues in high yields. Cyclization of 1 leads to a single stereomer of 'I-chloroJ-hydroxy cctahydroisccoumarin 6 exclusively or 5-hydroxy isocoumarin 9 predominantly depending on the Lewis acid oature while 4 gives exclusively methylene octahydrokzomna& 10 or dihydroisocoumaria 11 BcEording to the quantity of TMSOTf used. Similar results are obtained with 5 leading either to 12 or 15 exclusively or to a mixture of 13 and 14 depending on reaction cooditkms.

๐Ÿ“œ SIMILAR VOLUMES

ChemInform Abstract: Heterogeneous Gold
ChemInform Abstract: Heterogeneous Gold Catalysts for Efficient Access to Functionalized Lactones.
โœ Florentina Neatu; Zhi Li; Ryan Richards; Patrick Y. Toullec; Jean-Pierre Genet; ๐Ÿ“‚ Article ๐Ÿ“… 2009 ๐Ÿ› John Wiley and Sons โš– 29 KB

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