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Title: Stereoselective olefin isomerization leading to asymmetric quaternary carbon construction. Author: Wang K, Bungard CJ, Nelson SG. Journal: Org Lett; 2007 Jun 07; 9(12):2325-8. PubMed ID: 17506575. Abstract: Chemo- and stereoselective Ir(I)-catalyzed isomerization of 1,1-disubstituted and trisubstituted allylic ethers and in situ [3,3] sigmatropic rearrangement of the resulting allyl vinyl ethers provide for the highly stereoselective construction of quaternary carbon stereocenters. The olefin isomerization-Claisen rearrangement (ICR) sequence allows adjacent quaternary-tertiary stereocenter relationships to be established with excellent diastereoselection. Several complementary strategies for enantioselective quaternary carbon synthesis derive directly from the ICR reaction design.[Abstract] [Full Text] [Related] [New Search]