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*, using the DIBALH/MgBr2 System
GUANTI, GIUSEPPE;BANFI, LUCA;RIVA, RENATA;
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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