83205-07-6Relevant academic research and scientific papers
A convenient and versatile method for the preparation of α-hydroxymethyl ketone derivatives from the corresponding allyl silyl ethers or allyl carboxylates
Hon, Yung-Son,Wong, Ying-Chieh,Wu, Kuo-Jui
experimental part, p. 896 - 914 (2009/12/06)
The ozonolysis of 1-substituted allyl silyl ethers or 1-substituted allyl carboxylates followed by treatment with bases gave the corresponding α-silyloxymethyl- or α-acyloxymethyl-ketones in good yields. It is proposed to proceed via the corresponding α-silyloxy- or α-acyloxyaldehydes intermediates followed by 1,4-group migration. The results of theoretical calculations are applicable to explain the experimental results.
REGIOCHEMISTRY AND STEREOCHEMISTRY OF OXIRANE RING-OPENING WITH SILYL HALIDES
Detty, Michael R.,Seidler, Mark D.
, p. 2543 - 2546 (2007/10/02)
The ring-opening of various styrene and stilbene oxides with silyl halides was examined.The regiochemistry of ring-opening was independent of the silyl halide used, but the stereochemistry of ring-opening was sensitive to both the choice of halide and the steric bulk of groups attached to silicon.
