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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 24, 1994 - Issue 10
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Original Articles

A New Method for the Preparation of β-Hydroxy Nitriles: Transformation of 3-Bromo-2-isoxazolines to β-Hydroxy Nitriles by Treatment of Alkanethiolates

Min Hyo Seo Department of Chemistry
,
Youn Young Lee Department of Chemistry
&
Yang Mo Goo Department of Pharmacy, Seoul National University, Seoul, 151-742, Korea
Pages 1433-1439 | Received 11 Aug 1993, Published online: 23 Sep 2006

Citations (19)

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Martin G. Kociolek & Kyle P. Kalbarczyk. (2004) Ring Opening of 3‐Bromo‐2‐Isoxazolines to β‐Hydroxy Nitriles. Synthetic Communications 34:23, pages 4387-4394.
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Beata Pchelka, Justyna Radomska & Jan Plenkiewicz. (1998) Lipase-Catalyzed Kinetic Resolution of the Racemic Mixtures of 1-Aryloxy-3-Nitrato-and 1-Aryloxy-3-Azido-2-Propanols. Synthetic Communications 28:23, pages 4355-4364.
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Articles from other publishers (17)

Kensuke Kiyokawa, Miu Ishizuka & Satoshi Minakata. (2023) Stereospecific Oxycyanation of Alkenes with Sulfonyl Cyanide. Angewandte Chemie International Edition 62:12.
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Kensuke Kiyokawa, Miu Ishizuka & Satoshi Minakata. (2023) Stereospecific Oxycyanation of Alkenes with Sulfonyl Cyanide. Angewandte Chemie 135:12.
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Daijun ZhengYasuhisa Asano. (2021) A Cyanide‐free Biocatalytic Process for Synthesis of Complementary Enantiomers of 4‐Chloro‐3‐hydroxybutanenitrile From Allyl Chloride. ChemCatChem 13:19, pages 4237-4242.
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Aureliano Zana & Andrea Galbiati. (2021) Synthesis and Reactivity of 3‐Halo‐4,5‐dihydroisoxazoles: An Overview. ChemistrySelect 6:32, pages 8249-8261.
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Xiwu Zhang, Yuan Wang, Peng Chen, Xinxian Cai & Yanxing Jia. (2021) Protecting‐Group‐Free Total Synthesis of (–)‐Pallambins A—D . Chinese Journal of Chemistry 39:7, pages 1983-1996.
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Fangyuan Wang, Tilong Yang, Ting Wu, Long-Sheng Zheng, Congcong Yin, Yongjie Shi, Xiang-Yu Ye, Gen-Qiang Chen & Xumu Zhang. (2021) Asymmetric Transfer Hydrogenation of α-Substituted-β-Keto Carbonitriles via Dynamic Kinetic Resolution. Journal of the American Chemical Society 143:6, pages 2477-2483.
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Daijun Zheng & Yasuhisa Asano. (2020) Biocatalytic asymmetric ring-opening of dihydroisoxazoles: a cyanide-free route to complementary enantiomers of β-hydroxy nitriles from olefins. Green Chemistry 22:15, pages 4930-4936.
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Xinyan Wang & Wenwen Chen. 2001. Encyclopedia of Reagents for Organic Synthesis. Encyclopedia of Reagents for Organic Synthesis 1 2 .
S. S. Mochalov, A. N. Fedotov, E. V. Trofimova, R. A. Gazzaeva & N. S. Zefirov. (2016) Isomerization of 3-unsubstituted 4,5-dihydroisoxazoles over alumina. A new synthesis of β-hydroxy nitriles. Russian Journal of Organic Chemistry 52:3, pages 397-403.
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Christian Ebner & Erick M. Carreira. (2015) Pentafulvene for the Synthesis of Complex Natural Products: Total Syntheses of (±)‐Pallambins A and B. Angewandte Chemie International Edition 54:38, pages 11227-11230.
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Christian Ebner & Erick M. Carreira. (2015) Pentafulvene for the Synthesis of Complex Natural Products: Total Syntheses of (±)‐Pallambins A and B. Angewandte Chemie 127:38, pages 11379-11382.
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Guolin Cheng, Xinyan Wang, Rui Zhu, Changwei Shao, Jimin Xu & Yuefei Hu. (2011) Total Synthesis of (−)-Cocaine and (−)-Ferruginine. The Journal of Organic Chemistry 76:8, pages 2694-2700.
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Ji-Dong Wang & Shu-Min Han. (2010) catena -Poly[copper(II)-bis(μ-3-cyano-2-hydroxypropionato)-κ 3 N : O 1 , O 2 ;κ 3 O 1 , O 2 : N -copper(II)] . Acta Crystallographica Section E Structure Reports Online 66:4, pages m357-m357.
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Jin Young Lee, Young‐Taek Hong & Sunggak Kim. (2006) Radical Alkylation of Bis(silyloxy)enamine Derivatives of Organic Nitro Compounds. Angewandte Chemie International Edition 45:37, pages 6182-6186.
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Jin Young Lee, Young‐Taek Hong & Sunggak Kim. (2006) Radical Alkylation of Bis(silyloxy)enamine Derivatives of Organic Nitro Compounds. Angewandte Chemie 118:37, pages 6328-6332.
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Giuseppe Bartoli, Massimo Bartolacci, Arianna Giuliani, Enrico Marcantoni & Massimo Massaccesi. (2005) Diastereoselective Lewis Acid Mediated Reductions of α‐Alkyl‐β‐Functionalized Carbonyl Compounds. European Journal of Organic Chemistry 2005:14, pages 2867-2879.
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M. H. SEO, Y. Y. LEE & Y. M. GOO. (2010) ChemInform Abstract: A New Method for the Preparation of β‐Hydroxy Nitriles; Transformation of 3‐Bromo‐2‐isoxazolines (I) to β‐Hydroxy Nitriles (II) by Treatment of Alkanethiolates.. ChemInform 25:48.
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