19366-20-2Relevant academic research and scientific papers
A simple and inexpensive procedure for low valent copper mediated benzylation of aldehydes in wet medium
Dubey, Akhil Kr.,Goswami, Dibakar,Chattopadhyay, Angshuman
experimental part, p. 137 - 145 (2010/10/02)
An operationally simple, inexpensive and efficient procedure for benzylation of aldehydes in wet medium has been developed that was mediated with low valent copper, prepared in situ through spontaneous reduction of CuCl 2-2H2O with magnesium in situ. Notably, copper mediated benzylation of 3h took place with good syn selectivity that was opposite to that for the corresponding Grignard addition. Finally, homobenzyl alcohol 5a was elegantly transformed into a known protease inhibitor synthon I. ARKAT USA, Inc.
Reaction of I2 with α-boraalkylmagnesium bromide: A new synthesis of mixed alkyl secondary alcohols
Kishan Reddy,Periasamy
, p. 8877 - 8886 (2007/10/02)
1,1-Diborylalkanes, prepared through hydroboration of 1-alkynes using BH3:N(C2H5)2Ph complex, on reaction with Grignard reagent followed by I2/NaOH treatment and H2O2/OH- oxidation give the corresponding mixed alkyl secondary alcohols.
Transformation of Alkyl Halides to Aldehydes Having Two Additional Carbon Atoms
Shankaran, K.,Talekar, D. G.,Rao, A. S.
, p. 408 - 410 (2007/10/02)
Methyl 3-oxo-4-phenylbutanoate (6) reacts with alkyl halides (1a-g) in the presence of NaH/benzene to furnish alkylated β-keto esters (2a-g).Hydrolysis of 2a-g gives benzyl ketones (3a-g), which on reduction with sodium borohydride give the homobenzylic alcohols (4a-g).The alcohols (4a-g) are readily fragmented to aldehydes (5a-g) on heating with lead tetraacetate/iodine.
