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Stereoselective synthesis of bicyclic lactones by annelation with functionalized orthoesters.

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Maulide, Nuno [UCL] Marko, Istvan [UCL]

An efficient two-step annelation of functionalized orthoesters with trimethylsilyloxyfuran derivatives, which delivers suitably decorated bicyclo[3.n.0]lactones in high overall yields and with complete diastereocontrol of up to three contiguous stereocenters, is reported.

Document type Article de périodique (Journal article) – Journal Article, Research Support, Non-U.S. Gov't
Publication date 2006
Journal information "Chemical communications (Cambridge, England)" - , no. 11, p. 1200-2 (2006)
Peer reviewed yes
issn 1359-7345
Publication status Publié
Affiliation UCL - SC/CHIM - Département de chimie
MESH Subject Bicyclo Compounds - chemical synthesis - chemistry ; Esters ; Furans - chemistry ; Lactones - chemical synthesis - chemistry ; Molecular Structure ; Stereoisomerism ; Trimethylsilyl Compounds - chemistry
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Bibliographic reference Maulide, Nuno ; Marko, Istvan. Stereoselective synthesis of bicyclic lactones by annelation with functionalized orthoesters.. In: Chemical communications (Cambridge, England), , no. 11, p. 1200-2 (2006)
Permanent URL http://hdl.handle.net/2078.1/10503