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High pressure induced mukaiyama type aldol reaction of bis trimethylsilyl ketene acetals

✍ Scribed by Moncef Bellassoued; Emmanuelle Reboul; Françoise Dumas


Publisher
Elsevier Science
Year
1997
Tongue
French
Weight
185 KB
Volume
38
Category
Article
ISSN
0040-4039

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✦ Synopsis


The Makaiyama type aldel reaction of his trimcthylsilyl ketene acetals 3 was investigated under high pressure conditions. Silyl aldois $ were oblained with a syn stereoselectivity, signifa?antly correlated upon the stedc bulk of R substitnent. In the case of unsaturated bis trimethylsilyl ketene acelal 4, a pressure dependance of the regioselectivity was observed, the desired linear adducts g being formed at lower pressure.


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