Chelation-Based Homologation by Reaction of Organometallic Reagents with O-Alkyl S-Pyridin-2-yl Thiocarbonates: Synthesis of Esters from Grignard Reagents
Shun Usami, Tomoyuki Suzuki, Koudai Mano, Kosaku Tanaka III, Yoshimitsu Hashimoto, Nobuyoshi Morita, Osamu Tamura*
*Showa Pharmaceutical University, Higashi-tamagawagakuen,
Machida, Tokyo 194-854, Japan,
Email: tamura
ac.shoyaku.ac.jp
S. Usami, T. Suzuki, K. Mano, K. Tanaka III, Y. Hashimoto, N. Morita, O. Tamura, Synlett, 2019, 30, 1561-1564.
DOI: 10.1055/s-0037-1611868
see article for more reactions
Abstract
The reaction of Grignard reagents with O-alkyl S-pyridin-2-yl thiocarbonates provides esters via chelation-stabilized intermediates.
see article for more examples
Key Words
alkyl pyridinyl thiocarbonates, Grignard reaction, carboxylation, one-step synthesis, homologation
ID: J72-Y2019
