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

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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 ...