A mild two-step method for the hydrolysis of lactams and secondary amides

Regio- and Stereoselective Opening of Oxiranes through Neighbouring Group Participation: Stereocontrolled Synthesis of Enantiopure Hydroxylated Oxazolidin-2-ones

“…Thus, potential precursors of highly functowards hetero-nucleophilic attacks at C-2 with cleavage of tionalized aminodiol cores with syn,syn definite configurathe lactam ring. [13] This ring cleavage could be carried out tions [22] became accessible by the stereocontrolled way dein anhydrous conditions, in the presence of a catalytic scribed here. In particular, the regio-and stereo-selective amount of potassium cyanide.…”

Synthesis and Biological Evaluation of 2-Acyl Analogues of Paclitaxel (Taxol)

“…Coupling constants are reported in Hz. 13 C NMR spectra were assigned using HETCOR and DEPT spectra. 1 H NMR spectra sometimes showed the presence of traces of ethyl acetate, since paclitaxel and its derivatives retain ethyl acetate very tightly, and it cannot be removed completely even on prolonged treatment in vacuo at 38°C.…”

Synthesis of pyrrol-[1,2-a]indole-1,8(5H)-diones as new synthones for developing novel tryciclic compounds of pharmaceutical interest

“…Although the propenoate 2 has been obtained only in E-configuration we thought that an intramolecular cyclization of the opportune more electrophilic acid derivative could easily lead to 3a. With this in mind we saponified 13 the ester group of E-2 to obtain the acid E-8 that might undergo ring closure in the presence of polyphosphoric acid (PPA) [14][15][16] or PCl 5 17 (Scheme 2).…”

“…Nuclear magnetic resonance ( 1 H-NMR, 13 C-NMR, 13 C-NMR TOTAL COUPLING, DEPT/APT, HETCOR, NOESY and NOE difference) spectra were determined in CDCl 3 , DMSO-d 6 Methyl (2E)-3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)acrylate (E-2). To a stirred solution of the ketone 4 (2 g, 14.8 mmol) in dry DMSO (90 mL), containing TEA (1 mL), was added dropwise at 0-5 °C a solution of MP (2.57 g, 2.73 mL, 29.6 mmol) in dry DMSO (10 mL).…”