On July 19, 2013, Foschi, Francesca; Tagliabue, Aaron; Mihali, Voichita; Pilati, Tullio; Pecnikaj, Ilir; Penso, Michele published an article.Formula: C8H9NO3 The title of the article was Memory of Chirality Approach to the Enantiodivergent Synthesis of Chiral Benzo[d]sultams. And the article contained the following:
Nonracemic polyfluorobenzo[d]sultams (polyfluorodioxobenzoisothiazolecarboxylates) such as I (R = MeO2C, Ph; R1 = Ph, MeO2C; R2 = H, EtCH2, H2C:CHCH2) were prepared using either stereoselective cyclization of nonracemic (polyfluoroarylsulfonyl)phenylglycines such as II or by phase-transfer alkylation of polyfluorobenzosultams I (R = MeO2C, Ph; R1 = Ph, t-BuO2C; R2 = H) followed by preferential crystallization of one enantiomer of the product. Starting from (polyfluoroarylsulfonyl)phenylglycines, both enantiomers of the corresponding polyfluorobenzo[d]sultams were prepared in most cases; when DBU and N,N,N’,N’-tetramethyl-N”-tert-butylguanidine (BTMG) were used as bases in 1,2-dimethoxyethane, sultams were obtained mainly with retention of the phenylglycine stereochem. (6-94% ee), while when BTMG alone in DME was used, the sultams were obtained mainly with inversion of the phenylglycine stereochem. (8-96% ee). The structures of I (R = MeO2C; R1 = Ph; R2 = EtCH2, H2C:CHCH2) and of I (R = Ph; R1 = t-BuO2C; R2 = Me) were determined by X-ray crystallog. The experimental process involved the reaction of H-Phg(4-OH)-OH(cas: 32462-30-9).Formula: C8H9NO3
The Article related to fluorobenzosultam enantioselective preparation, fluorodioxobenzoisothiazolecarboxylate enantioselective preparation, base dependent stereoselective cyclization fluoroarylsulfonyl arylglycine, selective crystallization phase transfer alkylation product fluorobenzosultam, allyl propyl methyl fluorodioxobenzoisothiazolecarboxylate mol crystal structure and other aspects.Formula: C8H9NO3
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