The reduction of diprotected alpha,alpha-bis(hydroxymethyl)ketones 5, derived from the novel chiral building blocks THYM* 1 and BHYMA* 2 has been realized with good to excellent stereoselectivity (from 85:15 to 97:3), through a appropriate choice of the two protecting groups and by employing the combination of DIBALH and MgBr2.Et2O.
PROTECTING GROUP CONTROLLED DIASTEREOSELECTIVE REDUCTION OF DIPROTECTED ALPHA,ALPHA-BIS(HYDROXYMETHYL)KETONES DERIVED FROM THYM-ASTERISK, USING THE DIBALH MGBR2 SYSTEM
GUANTI, G;BANFI, L;RIVA, R;ZANNETTI, MT
1993-01-01
Abstract
The reduction of diprotected alpha,alpha-bis(hydroxymethyl)ketones 5, derived from the novel chiral building blocks THYM* 1 and BHYMA* 2 has been realized with good to excellent stereoselectivity (from 85:15 to 97:3), through a appropriate choice of the two protecting groups and by employing the combination of DIBALH and MgBr2.Et2O.
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