483339-89-5Relevant academic research and scientific papers
Tandem enantioselective conjugate addition--cyclopropanation. Application to natural products synthesis.
Alexakis, Alexandre,March, Sebastien
, p. 8753 - 8757 (2002)
A tandem asymmetric conjugate addition-cyclopropanation was developed, in which a cyclic or linear enone was converted to a TMS-protected 3-substituted-cyclopropanol in an efficient one-pot reaction. These compounds were then selectively cleaved to yield alpha-methyl-beta-alkyl ketones, alpha-methylene-enones, or chain extended gamma-alkyl-enones. This methodology was applied to the formal total synthesis of (-)-(S,S)-clavukerin A and (+)-(R,S)-isoclavukerin.
