38860-42-3Relevant articles and documents
-
Bloodworth,A.J.,Bunce,R.J.
, p. 2787 - 2792 (1972)
-
Synthesis of virtually enantiopure aminodiols with three adjacent stereogenic centers by epoxidation and ring-opening
Luo, Lan,Yamamoto, Hisashi
supporting information, p. 10466 - 10470 (2015/11/10)
A virtually complete enantioselective synthesis of 3-amino-1,2-diols with three consecutive stereocenters was accomplished by a sequential cascade of two kinetic resolutions, which features a Sharpless or Hafnium-catalyzed asymmetric epoxidation and a subsequent W-catalyzed aminolysis. Enantiopure products with up to >99.9% ee and >99.9:0.1 dr were obtained and could serve as potential building blocks for pharmaceutical or biological significant molecules.
Indium-promoted chemo- and diastereoselective allylation of α,β-epoxy ketones with potassium allyltrifluoroborate
Nowrouzi, Farhad,Janetzko, John,Batey, Robert A.
supporting information; experimental part, p. 5490 - 5493 (2011/02/27)
A practical method for the chemo- and diastereoselective allylation of α,β-epoxy ketones has been developed by using the convenient air and moisture stable reagent potassium allyltrifluoroborate. Indium metal was found to promote addition in stoichiometric or catalytic amounts, to afford α,β-epoxyhomoallylic tertiary alcohols in high yields and diastereoselectivities, without competing ring-scission of the epoxide.