Lipase-catalyzed transesterification of 2-methyl-1,3-propanediol 1 in chloroform affords enantiomerically pure (S)-(-)-acetate 2, from which the (R)-(+)-silyl ethers 4a-b can be efficiently prepared (>98% ee). The (S)-TBDPS derivative 4b could be also efficiently and enantioselectively prepared by the same enzymatic procedure, starting from racemic 5b.
An efficient chemo-enzymatic approach to the enantioselective synthesis of 2-methyl-1,3-propamedical derivatives / E. Santaniello, P. Ferraboschi, P. Grisenti. - In: TETRAHEDRON LETTERS. - ISSN 0040-4039. - 31:39(1990), pp. 5657-5660.
An efficient chemo-enzymatic approach to the enantioselective synthesis of 2-methyl-1,3-propamedical derivatives
E. SantanielloPrimo
;P. FerraboschiSecondo
;
1990
Abstract
Lipase-catalyzed transesterification of 2-methyl-1,3-propanediol 1 in chloroform affords enantiomerically pure (S)-(-)-acetate 2, from which the (R)-(+)-silyl ethers 4a-b can be efficiently prepared (>98% ee). The (S)-TBDPS derivative 4b could be also efficiently and enantioselectively prepared by the same enzymatic procedure, starting from racemic 5b.
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