A new nucleophilic addition/ring-closure sequence. Enantioselective synthesis of 3-deoxy-8-oxatropanes.
[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.
Nguyen
Giang
G
School of Chemistry, Monash University, PO Box 23, Victoria 3800, Australia. patrick.perlmutter@sci.monash.edu.au
Perlmutter
Patrick
P
Rose
Mark L
ML
Vounatsos
Filisaty
F