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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 9
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Original Articles

Efficient Preparation of γ-Hydroxynitriles via Nitrile Enolate-Epoxide Reactions: Scope and Diastereoselectivity

Stephen K. Taylor Department of Chemistry, Hope College, Holland, MI, 49422-9000
,
Dawn DeYoung Department of Chemistry, Hope College, Holland, MI, 49422-9000
,
Lloyd J. Simons Department of Chemistry, Hope College, Holland, MI, 49422-9000
,
James R. Vyvyan‡ Department of Chemistry, Hope College, Holland, MI, 49422-9000
,
Mary A. Wemple Department of Chemistry, Hope College, Holland, MI, 49422-9000
&
Noelle K. Wood Department of Chemistry, Hope College, Holland, MI, 49422-9000
Pages 1691-1701 | Received 02 Nov 1997, Published online: 22 Aug 2006

Citations (13)

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Stephen K. Taylor, Nathan D. Ide, Michael E. Silver & Mari L. Stephan. (2001) A FACILE, HIGH YIELD SYNTHESIS OF γ- AND δ-HYDROXYAMIDES. Synthetic Communications 31:16, pages 2391-2397.
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Articles from other publishers (12)

Jenna L. JeffreyJack A. TerrettDavid W. C. MacMillan. (2015) O–H hydrogen bonding promotes H-atom transfer from α C–H bonds for C-alkylation of alcohols. Science 349:6255, pages 1532-1536.
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Robert J. Mycka, William T. Eckenhoff, Omar W. Steward, Nathan Z. Barefoot & Fraser F. Fleming. (2013) γ- and δ-Hydroxynitriles: diastereoselective electrophile-dependent alkylations. Tetrahedron 69:1, pages 366-376.
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Dinesh Nath & Fraser F. Fleming. (2011) Nitrile Alkylations through Sulfinyl–Metal Exchange. Angewandte Chemie International Edition 50:49, pages 11790-11793.
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Dinesh Nath & Fraser F. Fleming. (2011) Nitrile Alkylations through Sulfinyl–Metal Exchange. Angewandte Chemie 123:49, pages 11994-11997.
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Zvi RappoportFabrice Chemla & Emmanuel Vrancken. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
James R. Vyvyan, Rebecca C. Brown & Brian P. Woods. (2008) Alkylation of 2-Substituted (6-Methyl-2-pyridyl)methyllithium Species with Epoxides. The Journal of Organic Chemistry 74:3, pages 1374-1376.
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Douglass F. Taber, Jean-Michel Joerger & Karen V. Taluskie. (2008) Toward the total synthesis of ritterazine N. Pure and Applied Chemistry 80:5, pages 1141-1148.
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Julie A. Pollock, Karen M. Clark, Bethany J. Martynowicz, Matthew G. Pridgeon, Matthew J. Rycenga, Kristen E. Stolle & Stephen K. Taylor. (2007) A mild biosynthesis of lactones via enantioselective hydrolysis of hydroxynitriles. Tetrahedron: Asymmetry 18:16, pages 1888-1892.
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Douglass F. Taber & Jean-Michel Joerger. (2007) Preparation of the 5/5-Spiroketal of the Ritterazines. The Journal of Organic Chemistry 72:9, pages 3454-3457.
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Fabrice Chemla & Emmanuel Vrancken. 2004. The chemistry of organolithium compounds. The chemistry of organolithium compounds 1165 1242 .
Stephen K. Taylor. (2000) Reactions of Epoxides with Ester, Ketone and Amide Enolates. Tetrahedron 56:9, pages 1149-1163.
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S. K. TAYLOR, D. DEYOUNG, L. J. SIMONS, J. R. VYVYAN, M. A. WEMPLE & N. K. WOOD. (2010) ChemInform Abstract: Efficient Preparation of γ‐Hydroxynitriles via Nitrile Enolate—Epoxide Reactions: Scope and Diastereoselectivity.. ChemInform 29:35.
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