709656-07-5Relevant articles and documents
Synthesis of protected α-alkyl lanthionine derivatives
Deno?l, Thibaut,Zervosen, Astrid,Lemaire, Christian,Plenevaux, Alain,Luxen, André
, p. 4526 - 4533 (2014/06/10)
Protected α-alkyl lanthionine derivatives were synthesized in five steps starting from a known phenyloxazoline precursor. This approach involved the synthesis of a family of substituted cyclic sulfamidates and their regioselective opening by nucleophilic attack with a protected cysteine. This efficient multistep strategy affords various α-alkylated lanthionine derivatives in high yields.
An unusual base-dependent α-alkylation and β-elimination of tert-butyl 2-phenyl-2-oxazoline-4-carboxylate: Practical synthesis of (±)-α-alkylserines and tert-butyl benzamidoacrylate
Park, Hyeung-Geun,Lee, Jihye,Kang, Myoung Joo,Lee, Yeon-Ju,Jeong, Byeong-Seon,Lee, Jeong-Hee,Yoo, Mi-Sook,Kim, Mi-Jeong,Choi, Sea-Hoon,Jew, Sang-Sup
, p. 4243 - 4249 (2007/10/03)
Practical synthesis of (±)-α-alkylserines and tert-butyl benzamidoacrylate from tert-butyl 2-phenyl-2-oxazoline-4-carboxylate (6) were developed. The α-alkylation and β-elimination of 6 are dramatically dependent upon base conditions. The phase-transfer catalytic condition bearing solid KOH in toluene gives α-alkylation (up to >99%), and t-BuOK in DMF gives β-elimination (98%).
