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Stereoselective approach to the BCD framework of richardianidins via intramolecular Reformatsky-type reaction promoted by diethylaluminum chloride

Stereoselective approach to the BCD framework of richardianidins via intramolecular Reformatsky-type reaction promoted by diethylaluminum chloride

Tetrahedron Letters 38(28): 5057-5060

The tricyclic derivative (10d) has been prepared by intramolecular Reformatsky addition of alpha-bromopropionate (8b) in the presence of diethylaluminum chloride and activated Zn. Transformation of (10d) into the tricyclic methyl ketone (12a) was accomplished by dehydration followed by oxidation under Wacker conditions with 75% overall yield.

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Accession: 009456107

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DOI: 10.1016/s0040-4039(97)01104-0

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