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Diol monotosylates

The analogous A-nor yi ws-diol monotosylates have also been converted into oxetanes [J377. No fragmentation of the ring occurred because the geometry of the five-membered ring does not permit the necessary. coplanarity of the C(5>-C(3) C(2) OTs system. [Pg.387]

Solvolytic Reactions.—further study is reported of the curious formation of the 3j8,5)5-oxetan (100) by solvolysis of the (cis)-3, 5)S-diol monotosylate (99). The (trans)-3o,5j8-diol 3-tosylate solvolyses at only 1/19 the rate found for the cis-isomer. Only the latter gives the oxetan, and the higher rate is thought to result largely from relief of steric compression, rather than from anchimeric... [Pg.287]

Cyclic ethers from diol monotosylates 236. HOv. ..CH2CH2OTS... [Pg.77]

A soln. of bicyclo[5.3.1]undecane-8a,lla-diol monotosylate in 1,2-dimethoxy-ethane added during 0.5 hr. to a soln. of LiAlH4 in the same solvent, and the... [Pg.507]

Figure 2 shows time conversion curves of 7 in CIXI3 at 100 C. In the absence of TsOH, the disappearance of the diol monotosylate star aft heating for 200 min or longer and occurred in a non-linear manner. The addition of TsC resulted in the marked reduction of heating time for the abrupt consumption of 7, indicating that the acidolysis reaction of 7 t es place autocatalytically. The determination of product distribution showed that 2-phenylcyclohexanone-l and benzoylcyclopentane are obtained in 36 % and 44 % yields, respectively, while TsOH is formed almost quantitatively (Scheme 4). Considering the chemical structures of the ketonic products, it is very likely that 7 imdergoes pinacol-type rearrangement... Figure 2 shows time conversion curves of 7 in CIXI3 at 100 C. In the absence of TsOH, the disappearance of the diol monotosylate star aft heating for 200 min or longer and occurred in a non-linear manner. The addition of TsC resulted in the marked reduction of heating time for the abrupt consumption of 7, indicating that the acidolysis reaction of 7 t es place autocatalytically. The determination of product distribution showed that 2-phenylcyclohexanone-l and benzoylcyclopentane are obtained in 36 % and 44 % yields, respectively, while TsOH is formed almost quantitatively (Scheme 4). Considering the chemical structures of the ketonic products, it is very likely that 7 imdergoes pinacol-type rearrangement...
Figure 5 Photosensitivity curves for poly(ter/-butyl methacrylate) photoactivated by 2 mol% of 8 in the absence (-0-) and in the presence of 5 mol% (- -) 10 niol% (- -) and 15 mol% (-A-) of diol monotosylate (7) as an acid amplifier. Post-exposure bake 100°C for 1 min, development 3 wt% of Me N OH. Figure 5 Photosensitivity curves for poly(ter/-butyl methacrylate) photoactivated by 2 mol% of 8 in the absence (-0-) and in the presence of 5 mol% (- -) 10 niol% (- -) and 15 mol% (-A-) of diol monotosylate (7) as an acid amplifier. Post-exposure bake 100°C for 1 min, development 3 wt% of Me N OH.
It was found that the addition of these add amplifiers to conventional chemically amplified photoresist systems results in marked enhancement of photosensitivity characteristics. A photoresist based on a ternary system consisting of pBOCSt, the acetoacetate-type add amplifier (2a) and PAG exhibited enhanced deprotection during post-exposure bake irrespective of the nature of PAG. Marked improvemoit in photosensitivity was observed when the ketal-sulfonate-type add amplifier (3) or the diol monotosylated-type add amplifier (7) is embedded in a thin film of poly(ter/-butyl... [Pg.170]

Monocyclic ethyleneketones from bicyclic diol monotosylates s. 19, 937... [Pg.268]

Lithium perchlorate calcium carbonate Ring expansion of isocyclic diol monotosylates Q)... [Pg.612]

Cyclization. A new approach to the synthesis of oxaziridines involves the reaction of tosyl chloride in aqueous alkaline solution with a cyclic nitrone this reaction appears to be mechanistically similar to the cyclization of diol monotosylates in epoxide synthesis. This method has been applied to heterocyclic steroidal nitrones (276). ° Photo-oxidation of cyclohexylamine may... [Pg.49]

Scheme11.4 Applications of chiral styrene oxides and 1,2-diol monotosylates to the synthesis of some chiral drugs. Scheme11.4 Applications of chiral styrene oxides and 1,2-diol monotosylates to the synthesis of some chiral drugs.
See other pages where Diol monotosylates is mentioned: [Pg.143]    [Pg.217]    [Pg.345]    [Pg.24]    [Pg.164]    [Pg.166]    [Pg.166]    [Pg.84]    [Pg.269]    [Pg.322]    [Pg.354]    [Pg.226]    [Pg.117]    [Pg.389]   


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1.3- Diol monotosylate

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