The Journal of Organic Chemistry

Sodium diethyldialkylaluminate, a new chemoselective alkynylating agent

JH Ahn, MJ Joung, NM Yoon

Index: Ahn, Jin Hee; Joung, Meyoung Ju; Yoon, Nung Min Journal of Organic Chemistry, 1995 , vol. 60, # 19 p. 6173 - 6175

Full Text: HTML

Citation Number: 28

Abstract

Alkynylation is an important reaction in organic synthesis, and it has been traditionally carried out by using alkali metal (Na, Li) alkynides or alkynyl Grignard reagents. Alkali metal alkynides react with aldehydes and ketones at low temperature to give good yields of the corresponding propargyl alcohols.'However, they also react with alkyl halides: epoxide^,^ ester^,^ and amides5 to give moderate yields of the corresponding products. Alkynyl ...

Related Articles:

Facile and convenient synthesis of functionalized propargylic alcohols and amines: an InBr 3–Et 3 N reagent system promotes the alkynylation of aldehydes and N, O- …

[Sakai, Norio; Kanada, Reiko; Hirasawa, Maki; Konakahara, Takeo Tetrahedron, 2005 , vol. 61, # 39 p. 9298 - 9304]

Generation of Nucleophilic Chromium Acetylides from gem??Trichloroalkanes and Chromium Chloride: Synthesis of Propargyl Alcohols

[Dhurke, Kashinath; Steve, Tisserand; Narender, Puli; John R, Falck; Rachid, Baati European Journal of Organic Chemistry, 2010 , # 10 p. 1869 - 1874]

Pd/C (en) catalyzed chemoselective hydrogenation in the presence of aryl nitriles

[Maegawa, Tomohiro; Fujita, Yuki; Sakurai, Ai; Akashi, Akira; Sato, Mutsumi; Oono, Keiji; Sajiki, Hironao Chemical and Pharmaceutical Bulletin, 2007 , vol. 55, # 5 p. 837 - 839]

Synthesis of Phosphine-Ligated Zinc Acetylide Dimers: Enhanced Reactivity in Carbonyl Additions

[Wilson, Erin E.; Oliver, Allen G.; Hughes, Russell P.; Ashfeld, Brandon L. Organometallics, 2011 , vol. 30, # 19 p. 5214 - 5221]

More Articles...