647026-51-5Relevant articles and documents
Enantioselective Prevost and Woodward reactions using chiral hypervalent iodine(iii): Switchover of stereochemical course of an optically active 1,3-dioxolan-2-yl cation
Fujita, Morifumi,Wakita, Mikimasa,Sugimura, Takashi
supporting information; experimental part, p. 3983 - 3985 (2011/05/04)
Optically active 1,3-dioxolan-2-yl cation intermediates were generated during enantioselective dioxyacetylation of alkene with chiral hypervalent iodine(III). Regioselective attack of a nucleophile toward the intermediate resulted in reversal of enantioselectivity of the dioxyacetylation. The Royal Society of Chemistry.
Chemoenzymatic synthesis of enantiomerically pure terminal 1,2-diols
Kamal, Ahmed,Sandbhor, Mahendra,Ahmed, Kaleem,Adil,Shaik, Ahmad Ali
, p. 3861 - 3866 (2007/10/03)
A new practical method for the enzymatic synthesis of 1,2-diols has been developed by employing a lipase catalyzed one-pot transesterification protocol. A series of substituted α-acetoxyphenylethanones 3a-g have been reduced to the corresponding alcohols under mild conditions employing sodium borohydride and moist neutral alumina, and further subjected for lipase catalyzed irreversible transesterification in the same pot to give mono- and diacetate diols (R)-4 and (S)-5, which on hydrolysis afforded terminal 1,2-diols, (R)- and (S)-6 in high enantiomeric excess.
