Unexpected Regiochemistry in the Reaction of some γ-Trimethylsilylated 3-Dialkylamino-crotonate Esters with Carbonyl Electrophiles.

DOI: 10.1016/S0040-4039(00)87520-6

Source and publish data:

Tetrahedron Letters p. 3011 - 3014 (1982)

Update date:2022-08-03

Topics:

Authors:

Chan, T.H.

Kang, G.J.

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Article abstract of DOI:10.1016/S0040-4039(00)87520-6

4-Trimethylsilyl-3-dialkylaminocrotonate esters (4) react with a number of carbonyl electrophiles and titanium tetrachloride to give products with substitution at γ-position.A dynamic equilibrium of 4 and its O-silyl isomer 16 is proposed to explain the regiochemistry.

Full text of DOI:10.1016/S0040-4039(00)87520-6

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