金（I）催化的联烯分子内氢烷氧基化反应实现1,3 -二醇的对映选择性去对称化
Gold(I)-Catalyzed Enantioselective Desymmetrization of 1,3-Diols through Intramolecular Hydroalkoxylation of Allenes.
作者信息
Zi Weiwei, Toste F Dean
机构信息
Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720 (USA).
出版信息
Angew Chem Int Ed Engl. 2015 Nov 23;54(48):14447-51. doi: 10.1002/anie.201508331. Epub 2015 Sep 30.
Abstract
A gold(I)-catalyzed enantioselective desymmetrization of 1,3-diols was achieved by intramolecular hydroalkoxylation of allenes. The catalyst system 3-F-dppe(AuCl)2/(R)-C8-TRIPAg proved to be specifically efficient to promote the desymmetrizing cyclization of 2-aryl-1,3-diols, which have proven challenging substrates in previous reports. Multisubstituted tetrahydrofurans were prepared in good yield with good enantioselectivity and diastereoselectivity by this method.
摘要
通过丙二烯的分子内氢烷氧基化反应实现了金（I）催化的1,3 - 二醇对映选择性去对称化反应。催化剂体系3 - F - dppe(AuCl)₂/(R)-C₈ - TRIPAg被证明在促进2 - 芳基 - 1,3 - 二醇的去对称环化反应中具有特殊的效率，而在先前的报道中，这类底物具有挑战性。通过该方法可以以良好的产率、对映选择性和非对映选择性制备多取代的四氢呋喃。
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