Chemoenzymatic synthesis of (5S)- and (5R)-hydroxymethyl-3,5-dimethyl-4-(methoxymethoxy)-5H-thiophen-2-one: a precursor of thiolactomycin and determination of its absolute configuration
作者： Ahmed Kamal , Ahmad Ali Shaik , Shaik Azeeza , M. Shaheer Malik , Mahendra Sandbhor
DOI: 10.1016/J.TETASY.2006.10.032
关键词: Stereochemistry 、 Enantioselective synthesis 、 Hydroxymethyl 、 Chemistry 、 Absolute configuration 、 Enantiomer
摘要: Abstract A convenient enantioselective synthesis of (5 S )- and R )-hydroxymethyl-3,5-dimethyl-4-(methoxymethoxy)-5 H -thiophen-2-one, a key intermediate in the thiolactomycin has been carried out by Carica papaya lipase-mediated resolution protocol to provide ( 2 94% ee its enantiomer 9 98% ee. The absolute configuration at C-5 position determined Mosher’s method.
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