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ChemInform Abstract: Stereoselective Preparation of 2-Silylated 1,3-Diols and the Regioselectivity of Their Peterson Olefination.

✍ Scribed by Juerg Faessler; Anthony Linden; Stefan Bienz


Publisher
John Wiley and Sons
Year
2010
Weight
36 KB
Volume
30
Category
Article
ISSN
0931-7597

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✦ Synopsis


Stereoselective Preparation of 2-Silylated 1,3-Diols and the Regioselectivity of Their Peterson Olefination.

-Ξ±-Silylated Ξ²-hydroxy ketones can be reduced with high stereoselectivity. The Ξ±-silyl group usually dictates the stereochemical outcome and the presence of the Ξ²-hydroxy group seems to be important for a high degree of selectivity. The Peterson olefination of the syn,anti-configurated diol (II) proceeds with high stereo-and regioselectivity, whereas the regioselectivity is low in the case of the syn,syn-configurated diol (IX).


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