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The coupling of 2-azabicyclo[2.2.1]hept-5-en-3-one and trimethylsily-lacetylene or phenylacetylene under Domino Heck conditions gives compounds 2a-c and 4a-c in moderate yields and cyclopentene derivatives, 3a-c in low yields. The procedure can be of use for the synthesis of alkynyl bicyclic lactams.
Methyl epiboxidine‐N‐carboxylate (8) was synthesized from 7 under reductive Heck conditions (Scheme 2). The CC coupling of the new epiboxidine analog 9 with aryl and heteroaryl halides gave by hydroarylation C‐aryl, N‐(3‐methylisoxazol‐5‐yl)‐substituted tricyclic imides 10a–10f (Table). The [3+2] cycloaddition of 9 with nitrile oxides yielded the bridged dihydroisoxazole derivatives 11a–11d with...
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