Oxathiolane oxides, synthesis

Oxathiane dioxides lithiated 641 synthesis of 638, 647 Oxathiane oxides, synthesis of 352 Oxathiolane oxides, synthesis of 241 Oxaziridines 72, 254, 826 as optically active oxidizing agents 291 Oxazolidinones 826 Oxazolines 619, 788... 

For many of these systems the parent compounds are unknown or known only either in highly substituted or oxidized forms. In some cases, such as the aromatic 1,3-oxathioles, the mesoionic oxathioles and 1,2-oxathiolane, there is only one synthetic method. The synthesis of these compounds, therefore, will be found in earlier sections. Further, the... 

Amino substituted)-l,3-dioxolanes and -oxathiolanes are readily available as shown in equation (46), while derivatives of the corresponding 2-ylium species are also easily prepared (equation 47) (72CRV357). A 4-amino-l,2-oxathiolane 2-oxide was recently prepared in high yield by total synthesis (81JOC5408). 

Olefin cyclization, 305-307 Olefin isomerization, 242-243 Olefin synthesis, 315—316, 319-320 Oligonucleotides, 19 Osmium-on-carbon, 216 Oxalic acid, 79, 279, 280, 283 Oxalyl chloride, 69, 216-217 l,2-Oxathiolane-2-oxide, 149... 

North and coworkers recently described an efficient and wide-scope catalytic synthesis of both heterocycles of type A and C (Figure 17) by variation of the reaction temperature [138]. In an initial screening phase, a bimetallic Al(salen) complex was used as a Lewis acid activator in conjxmction with Bu4NBr as nucleophilic cocatalyst at 70 °C in a sealed tube using 2-7 equivalent of CS2 and propylene oxide as substrate. A reaction temperature of 50 °C was found to be optimal considering both the chemical yield of the process as well as the chemoselectivity for the l,3-oxathiolane-2-thione product (96%, ratio A/C 8.0) using only 1.8 equivalent of CS2-... 

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