274681-81-1Relevant articles and documents
Efficient syntheses and ring-opening reactions of trans- and cis-Oxazoline-5-carboxylates
Lee, Sang-Hyeup,Yoon, Juyoung,Nakamura, Kensuke,Lee, Yoon-Sik
, p. 1243 - 1246 (2000)
cis- and trans-Oxazoline-5-carboxylates were synthesized effeciently from isopropyl trans-cinnamate utilizing the sharpless AA reaction. trans-Oxazoline was much more reactive than the cis-isomer toward ring opening reactions. From ab initio molecular calculation, the cis-isomer was predicted to be less reactive than the trans-isomer by 2.7 kcal/mol. Both syn and anti acetylthio ester and anti diamino ester were synthesized from these cis- and trans- oxazoline-5-carboxylates.