154499-37-3Relevant academic research and scientific papers
Conjugate addition of allylsilanes to α,β-unsaturated N-acyloxazolidinones
Wu, Ming-Jung,Yeh, Jiann-Yih
, p. 1073 - 1082 (1994)
The conjugate addition of allyltrimethylsilane to α,β-unsaturated N-acyloxazolidinone at -78°C in the presence of TiCl4 gave the allylation product 3. However, when the reaction was carried out at room temperature, a small amount of cyclopentan
Total synthesis of the macrocyclic n -methyl enamides palmyrolide a and 2 s -sanctolide a
Wadsworth, Andrew D.,Furkert, Daniel P.,Brimble, Margaret A.
, p. 11179 - 11193 (2014)
Full details of the total syntheses of the initially reported and revised structures of the neuroprotective agent palmyrolide A are reported. The key macrocyclization step was achieved using a sequential ring-closing metathesis/olefin isomerization reaction. Furthermore, the total synthesis of the related macrolide (2S)-sanctolide A is reported. The synthesis used key elements from the synthesis of palmyrolide A, including the RCM/olefin isomerization sequence. The synthetic work described herein serves to facilitate the assignment of stereochemistry of the natural product sanctolide A and demonstrates the utility of this approach for the synthesis of macrocyclic tertiary enamide natural products.
