Stereochemical study of the allylation of aldehydes with allyl halides in cosolvent/water (salt)/Zn and in cosolvent/water (salt)/Zn/haloorganotin media
D Marton, D Stivanello, G Tagliavini
Index: Marton, Daniele; Stivanello, Diego; Tagliavini, Giuseppe Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2731 - 2737
Full Text: HTML
Citation Number: 62
Abstract
The stereochemical course of the allylation and propargylation of several aldehydes with crotyl and propargyl halides using zinc powder as the condensing agent in cosolvent/water (salt) media have been extensively studied. Radical ions of well-defined geometry such as [CH2 CHCH (CH3) Br]-are thought to be formed through an electron-transfer process, which seems to be accelerated by the high interfacial energy developed by the water. These ...
Related Articles:
Electrocyclic ring closure of the enols of vinyl quinones. A 2H-chromene synthesis
[Parker, Kathlyn A.; Mindt, Thomas L. Organic Letters, 2001 , vol. 3, # 24 p. 3875 - 3878]
[Baldwin, John E.; Prakash Reddy, V. Journal of the American Chemical Society, 1988 , vol. 110, # 24 p. 8223 - 8228]
[Brown, Herbert C.; Khire, Uday R.; Racherla, Uday S. Tetrahedron Letters, 1993 , vol. 34, # 1 p. 15 - 18]