ISSN:
1434-193X
Keywords:
Pinacol reaction
;
Lewis acid
;
Samarium diiodide
;
1,2-diols
;
Carbonyl compounds
;
Chemistry
;
General Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
The effect of various Lewis acids on the samarium diiodide promoted pinacol homocoupling of aldehydes was investigated. The reaction of benzaldehyde proceeded with fair to good 1,2-anti-stereoselectivity, while in the case of other aromatic and aliphatic aldehydes syn-stereoselectivity was generally observed. Chiral α-alkylaldehydes allowed for an almost complete stereocontrol favoring syn-1,2-diols.
Additional Material:
5 Ill.
Type of Medium:
Electronic Resource
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