144895-69-2Relevant articles and documents
A de novo asymmetric approach to achiral deoxy-melodorinol analogues
Ahmed, Md. Moinuddin,Akhmedov, Novruz G.,Cui, Hu,Friedrich, Dirk,O'Doherty, George A.
, p. 223 - 233 (2008/02/02)
A short and highly efficient route to deoxy-Melodorinol analogues has been developed. The key to the overall transformation is the use of an enantioselective Sharpless asymmetric dihydroxylation of an (Z,E)-dienoate to control the regioselectivity of the dihydroxylation reaction and a Mitsunobu elimination reaction to control the E-stereochemistry of the,δ-double bond. The highly efficient synthesis stereoselectively prepared four analogues in 3 steps from 4-substituted crotonaldehydes.
Palladium-catalyzed stereospecific epoxide-opening reaction of γ,δ-epoxy-α,β-unsaturated esters with an alkylboronic acid leading to γ,δ-vicinal diols with double inversion of the configuration
Hirai, Atsushi,Yu, Xiao-Qiang,Tonooka, Terumichi,Miyashita, Masaaki
, p. 2482 - 2483 (2007/10/03)
A palladium-catalyzed stereospecific epoxide-opening reaction of γ,δ-epoxy-α,β-unsaturated esters with an alkylboronic acid leading to γ,δ-vicinal diols is described, which proceeds with retention of the configuration, i.e., via two consecutive SN/s