52884-16-9Relevant academic research and scientific papers
Carbonyl allenylations and propargylations by 3-chloro-1-propyne or 2-propynyl mesylates with tin(IV) chloride and tetrabutylammonium iodide
Masuyama, Yoshiro,Watabe, Akiko,Kurusu, Yasuhiko
, p. 1713 - 1715 (2003)
By the use of tin(IV) chloride and tetrabutylammonium iodide in dichloromethane, 3-chloro-1-propyne or 2-propynyl mesylate can be applied to allenylation and propargylation of aldehydes (carbonyl allenylation and propargylation) to produce a mixture of 1-
Carbonyl propargylation and allenylation with 2-propynyl mesylates, tin(IV) iodide, and tetrabutylammonium iodide controlled by either a steric effect or coordination effect
Masuyama, Yoshiro,Yamazuki, Ryouichi,Ohtsuka, Masaru,Kurusu, Yasuhiko
, p. 1750 - 1752 (2008/02/03)
A combination of tin(IV) iodide and tetrabutylammonium iodide can be used for propargylation or allenylation of aldehydes with 2-propynyl mesylates in dichloromethane. 1-Methyl-2-propynyl mesylate or 2-butynyl mesylate results in propargylation or allenyl
Carbonyl propargylation by 1-substituted prop-2-ynyl mesylates and carbonyl allenylation by 3-substituted prop-2-ynyl mesylates with tin(II) iodide and tetrabutylammonium iodide
Masuyama,Watabe,Ito,Kurusu
, p. 2009 - 2010 (2007/10/03)
1-Substituted prop-2-ynyl mesylates cause propargylation of aldehydes with tin(II) iodide, tetrabutylammonium iodide and sodium iodide in 1,3-dimethylimidazolidin-2-one to produce 2-substituted but-3-yn-1-ols, while 3-substituted prop-2-ynyl mesylates cau
An Effective and Selective Conjugate Propargylation Reaction of Stannylallenes to α,β-Unsaturated Carbonyl Compounds and α-Nitro Olefins
Haruta, Jun-ichi,Nishi, Koichi,Matsuda, Satoshi,Akai, Shuji,Tamura, Yasumitsu,Kita, Yasuyuki
, p. 4853 - 4859 (2007/10/02)
Stannylallenes (1) reacted with α,β-unsaturated carbonyl compounds and α-nitro olefins in the presence of TiCl4 to give the corresponding conjugate propargylation products.Thus, the reaction of 1 with cyclic and acyclic α,β-unsaturated carbonyl compounds (2) gave β-propargylic ketones (3) in high yields.With α-nitro olefins (4), two types of products, β-propargylic nitroalkanes (5) and α-propargylic ketones (6), were obtained selectively depending on the presence or absence of the α-substituent of 4.Transformation of the products (6) to cyclopentenone derivatives (10 and 12) are also described.
