Chemistry of oxaziridines. 11. (Camphorylsulfonyl)oxaziridine: synthesis and properties

Abstract

8477proposed coordination behavior of the respective macrocycles in solution. Namely, the coordination or otherwise of the ether functions in the solid Zn(I1) and Cd(I1) complexes occurs in a directly analogous manner to their proposed interaction with these ions in solution.CdN3 unit with a "ruffled" 02N3 arrangement (Figure 2c).

DNA Duplex Stability of the Thio-Iso-Guanine•Methyl-Iso-Cytosine Base Pair

“…[2,5c] Coupling times of 300 sec were used for iGs and iG. The standard oxidation step was replaced for iGs with 0.5 M (camphorylsulfonyl)-oxaziridine [17] in CH 3 CN, and a 3-min wait time. All oligonucleotides were synthesized with 0.05 M phosphoramidite concentrations in CH 3 CN on a 500Å CPG (1-micromole scale) solid support column derivatized with the appropriate nucleoside.…”

Synthesis of enantioenriched sulfoxides

“…139 Davis investigated camphorylsulfonyloxaziridine 143 but the results obtained were inferior to those obtained using sulfamyloxaziridines. 140 Later investigations by Davis using dichlorocamphorylsulfonyloxaziridine 144 were much more successful. 141 Using 144, sulfoxides with very high enantiopurities could be prepared.…”

Design and Synthesis of Matrix Metalloprotease Photoaffinity Trimodular Probes

“…Chiral amino acid photolabile derivative 6 15 was synthesized as follows (Scheme 5): 2-Methoxy-4-(3-trifluoromethyl-3H-diazirin-3-yl)benzaldehyde 16 was reduced by NaBH 4 and brominated with PBr 3 yielding compound 6b, which was then alkylated with compound 6c 17,18 using aqueous K 2 CO 3 in CH 3 CN providing compound 6d; hydrolysis of 6d with 1 mol/L HCl to remove benzophenone group afforded compound 6e and its deprotection of bornane-10,2-sultam (recyclable) with aqueous LiOH in THF followed by protection of the amino group with Boc group gave compound 6.…”