Abstract
Highly stereoselective synthesis of (E)-β-bromo Baylis Hillman ketones has been achieved using a three-component X-C/C-C formation reaction. The synthesis involves the Michael-type addition of TiBr4 to α,β-acetylenic ketones without using any bases and carbonyl coupling with aldehydes. Modest yields (50-65%) and complete E/Z geometric selectivity have been realized for 10 examples.
Original language | English |
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Pages (from-to) | 1765-1773 |
Number of pages | 9 |
Journal | Synthetic Communications |
Volume | 32 |
Issue number | 11 |
DOIs | |
State | Published - 2002 |