A New Nucleophilic Addition/Ring-Closure Sequence. Enantioselective Synthesis of 3-Deoxy-8-oxatropanes

A New Nucleophilic Addition/Ring-Closure Sequence. Enantioselective Synthesis of 3-Deoxy-8-oxatropanes

A study of new nucleophilic addition/ring-closure (NARC) sequences has resulted in the development of a stereoselective synthetic route to 3-deoxy-8-oxatropanes. The new sequences consisted of either a syn or anti aldol addition, employing an ω-alkenoyl sultam, followed by two-step bicyclic ring con...

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Veröffentlicht in:Organic letters 2004-03, Vol.6 (6), p.893-895
Hauptverfasser: Nguyen, Giang, Perlmutter, Patrick, Rose, Mark L, Vounatsos, Filisaty
Format: Artikel
Sprache:eng
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Zusammenfassung:A study of new nucleophilic addition/ring-closure (NARC) sequences has resulted in the development of a stereoselective synthetic route to 3-deoxy-8-oxatropanes. The new sequences consisted of either a syn or anti aldol addition, employing an ω-alkenoyl sultam, followed by two-step bicyclic ring construction involving, consecutively, ring-closing metathesis and intramolecular oxymercuration.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol036404o