Molybdenum-mediated diastereoselective synthesis of 2-heterobicyclo[4.4.0]decene derivatives

Ming Chang P. Yeh, Chong Nan Chaung

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Abstract

The addition of a variety of functionalized zinc-copper reagents RCu(CN)ZnI 2 to (η5-cyclopentadienyl)(η 4-cyclohexa-1,3-diene)dicarbonylmolybdenum cation 1 proceeds in a highly regio- and stereo-specific fashion to generate (η5-cyclopentadienyl)(π-allyl)dicarbonylmolybdenum complexes 3 with a functionalized side-chain at the C-4 position of the ring. Intramolecular cyclization of the (π-allyl)molybdenum complexes containing a pendant alcohol, carboxylic acid, thiol or amine functionality affords fused 2-heterobicyclo[4.4.0]decene derivatives.

Original languageEnglish
Pages (from-to)2167-2172
Number of pages6
JournalJournal of the Chemical Society - Perkin Transactions 1
Issue number17
DOIs
Publication statusPublished - 1996 Sep 7

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ASJC Scopus subject areas

  • Chemistry(all)

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