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γ-Methyl-substituted-γ-butyrolactones: solid-phase synthesis employing a cyclisation–cleavage strategy

✍ Scribed by Nicolas Gouault; Jean-François Cupif; Armelle Sauleau; Michèle David

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 163 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)00921-7

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✦ Synopsis

The solid-phase synthesis of several g-methyl-substituted-g-butyrolactones using a cyclisation±cleavage reaction is reported. Chemical modi®cations of polymer-bound azido (2a) and iodo alcohols (2b) were realised in order to introduce additional diversity onto the lactone structure.

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✍ Richard C.D Brown; José L Castro; Jean-Dominique Moriggi 📂 Article 📅 2000 🏛 Elsevier Science 🌐 French ⚖ 188 KB

Ring-closing olefin metathesis using the Grubbs catalyst was applied to the cyclisative release of resin-bound sulfonamides. Flexible linkers apparently facilitated the cyclisation-cleavage, allowing a number of novel cyclic sulfonamides to be prepared in good yields using catalytic amounts of the G