Abstract
Complete control of the face of attack in the addition of stannylmetal reagents to γ-alkoxy-α,β-unsaturated esters can be achieved by using the appropriate counterion (see scheme). The stereochemistry of addition does not depend on the configuration of the C-C double bond, although the stereoselectivity is consistently better with the Z stereoisomer, for which 100% Si attack is obtained with Li as counterion and 100% Re attack with LiZnEt.
Original language | English |
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Pages (from-to) | 1946-1948 |
Number of pages | 3 |
Journal | Angewandte Chemie. International edition |
Volume | 38 |
Issue number | 13-14 |
Publication status | Published - 12 Jul 1999 |