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. 2004 Mar 18;6(6):893-5.
doi: 10.1021/ol036404o.

A new nucleophilic addition/ring-closure sequence. Enantioselective synthesis of 3-deoxy-8-oxatropanes

Giang Nguyen  1 , Patrick Perlmutter, Mark L Rose, Filisaty Vounatsos
Affiliations

A new nucleophilic addition/ring-closure sequence. Enantioselective synthesis of 3-deoxy-8-oxatropanes

Giang Nguyen et al. Org Lett. .

Abstract

[reaction: see text] 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 omega-alkenoyl sultam, followed by two-step bicyclic ring construction involving, consecutively, ring-closing metathesis and intramolecular oxymercuration.

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