ISSN:
0899-0042
Keywords:
organoboranes
;
B-chlorodiisopinocampheylborane
;
asymmetric reduction
;
asymmetric allylboration
;
enantioselective addition
;
nucleophilic addition
;
diethylzinc, electronic, and steric effects
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Several new chiral auxiliaries with differing steric and electronic environments, such as α,α′-dimethyl-2,6-pyridinedimethanol, α,α′-ditrifluoromethyl-2,6-pyridinedimethanol, α,α′-dipentafluoroethyl-2,6-pyridinedimethanol, and α,α′-diallyl-2,6-pyridinedimethanol, have been examined and compared with α,α′-di-t-butyl-2,6-pyridinedimethanol for their ability to control the enantioselective addition of diethylzinc to benzaldehyde. The best chiral ligand has been tested for other representative aldehydes with varying steric and electronic requirements. The product alcohols are obtained in 21-78% ee. Chirality 9:506-511, 1997. © 1997 Wiley-Liss, Inc.
Additional Material:
15 Ill.
Type of Medium:
Electronic Resource
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