Partial asymmetric synthesis of 2-arylcyclopropane carboxylic acids by the reaction of sulphur ylides with β-arylacylates

Asymmetric Ylide Reactions: Epoxidation, Cyclopropanation, Aziridination, Olefination, and Rearrangement

“…A chiral auxiliary-induced asymmetric cyclopropanation was reported by Nozaki 96 as early as 1966. When (-)-menthol-or (+)-borneol-derived R,β-unsaturated esters 204 were treated with dimethylsulfoxonium methylide, optically active 205, could be obtained but in very low ee (Scheme 60).…”

DABCO‐Promoted Decarboxylative Acylation: Synthesis of α‐Keto and α,β‐Unsaturated Amides or Esters

“…(1 S, 2 R, 5 S )‐2‐Isopropyl‐5‐methylcyclohexyl cinnamate (33) : yellow oil. 1 H NMR (600 MHz, CDCl 3 ): δ =7.69 (d, J= 16.0 Hz, 1 H), 7.54 (dd, J= 6.4, 2.8 Hz, 2 H), 7.51–7.35 (m, 3 H), 6.45 (d, J= 16.0 Hz, 1 H), 4.85 (td, J= 10.9, 4.4 Hz, 1 H), 2.11–1.81 (m, 2 H), 1.81–1.62 (m, 2 H), 1.62–1.48 (m, 1 H), 1.48–1.42 (m, 1 H), 1.19–1.00 (m, 2 H), 0.99–0.87 (m, 7 H), 0.81 ppm (d, J= 6.9 Hz, 3 H).…”