Asymmetric synthesis of the enantiomers of the diarylcarbinol (1R)- and (1S)-1-(1-hydroxyphenylmethyl)-2-hydroxybenzene
Davies SG., Hume WE.
(1S)-1-Phenethyl(phenyl chromium tricarbonyl) ether (-)-4 undergoes completely stereoselective ortho-deprotonation with the thus formed carbanion being converted by the complementary sequences, benzoylation/hydride reduction and formylation/PhMgBr addition, to generate after decomplexation and deprotection the homochiral diarylcarbinols (-)-(1R)- and (+)-(1S)-1-(1- hydroxyphenylmethyl)-2-hydroxybenzene 1, respectively.