55262-06-1Relevant articles and documents
Birch Reductive Alkylation of Methyl m-(Hydroxymethyl)benzoate Derivatives and the Behavior of o- and p-(Hydroxymethyl)benzoates under Reductive Alkylation Conditions
Fretz, Samuel J.,Hadad, Christopher M.,Hart, David J.,Vyas, Shubham,Yang, Dexi
supporting information, p. 83 - 92 (2013/03/29)
Birch reductive alkylation of methyl m-(hydroxymethyl)benzoate derivatives, using lithium in ammonia-tetrahydrofuran in the presence of tertbutyl alcohol, can be achieved without significant loss of benzylic oxygen substituents. Similar treatment of o- and p-(hydroxymethyl)benzoate derivatives results largely in loss of benzylic oxygen substituents. The results are rationalized by computations describing electron density patterns in the putative radical anion intermediate involved in these reactions.
THE ENANTIOSELECTIVE CONVERSION OF ORTHO-SUBSTITUTED BENZOIC ACIDS TO CHIRAL CYCLOHEXANE DERIVATIVES
Schultz, Arthur G.,Sundararaman, Padmanabhan,Macielag, Mark,Lavieri, Frank P.,Welch, Martha
, p. 4575 - 4578 (2007/10/02)
The diastereoselectivity of reductive methylation of 1a-1c to give 2a-2c and 11 to give 12 is 260:1 and >99:1, respectively.
