Green Process of Three-Component Prostaglandin Synthesis and Rapid <sup>11</sup>C Labelings for Short-Lived PET Tracers: Highly Polished C-Couplings Revolutionizing Advances in Bio- and Medical Sciences
General synthesis of prostaglandins (PGs) has been accomplished based on a one-pot three-component coupling using a combination of organocopper or organozincate conjugate addition to 4-hydroxy-2-cyclopentenone followed by trapping of resulting enolate with an organic halide. Based on the use of this...
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2018-01-31.
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| LEADER | 02857 am a22002533u 4500 | ||
|---|---|---|---|
| 001 | intechopen_books_6447 | ||
| 042 | |a dc | ||
| 100 | 1 | 0 | |a Suzuki, Masaaki |e author |
| 700 | 1 | 0 | |a Koyama, Hiroko |e author |
| 700 | 1 | 0 | |a Ishii, Hideki |e author |
| 700 | 1 | 0 | |a Kato, Koichi |e author |
| 700 | 1 | 0 | |a Ögren, Margareta |e author |
| 700 | 1 | 0 | |a Doi, Hisashi |e author |
| 245 | 0 | 0 | |a Green Process of Three-Component Prostaglandin Synthesis and Rapid <sup>11</sup>C Labelings for Short-Lived PET Tracers: Highly Polished C-Couplings Revolutionizing Advances in Bio- and Medical Sciences |
| 260 | |b IntechOpen, |c 2018-01-31. | ||
| 500 | |a https://mts.intechopen.com/articles/show/title/green-process-of-three-component-prostaglandin-synthesis-and-rapid-sup-11-sup-c-labelings-for-short- | ||
| 520 | |a General synthesis of prostaglandins (PGs) has been accomplished based on a one-pot three-component coupling using a combination of organocopper or organozincate conjugate addition to 4-hydroxy-2-cyclopentenone followed by trapping of resulting enolate with an organic halide. Based on the use of this synthetic methodology, biologically significant PG derivatives including ent-Δ7-PGA1, 15SAPNIC ([3H]APNIC), and 15R-TIC have also been synthesized. Ultimately, organozincate conjugate addition combined with the enolate trapping by an organic triflate results in practical green three-component coupling comprising the use of stoichiometric amounts of three components (enone, α- and ω-side chains in a nearly 1:1:1 ratio) without using HMPA and heavy metals. General methodology for introducing short-lived 11C and 18F radionuclides into carbon frameworks has been established by developing rapid C-[11C]methylation and C-[18F]fluoromethylation using Pd0-mediated rapid cross-coupling between [11C]methyl iodide and an organotributylstannane or organoboronate; or [18F]fluoromethyl bromide and organoboronate, respectively, allowing the synthesis of a wide variety of biologically significant and disease-oriented PET probes such as 15R-[11C]TIC. Moreover, PdII-mediated rapid C-[11C]carbonylation using [11C]CO and organoboronate at ambient temperature under atmospheric pressure using conventional helium carrier gas has been explored. Further, C-[11C]carboxylation has been promoted using [11C]CO2 and organoboronate with RhI catalyst under atmospheric pressure. | ||
| 540 | |a https://creativecommons.org/licenses/by-nc/4.0/ | ||
| 546 | |a en | ||
| 690 | |a Green Process of Three-Component Prostaglandin Synthesis and Rapid <sup>11</sup>C Labelings for Short-Lived PET Tracers | ||
| 655 | 7 | |a Chapter, Part Of Book |2 local | |
| 786 | 0 | |n https://www.intechopen.com/books/6447 | |
| 787 | 0 | |n ISBN:978-953-51-3764-1 | |
| 856 | \ | \ | |u https://mts.intechopen.com/articles/show/title/green-process-of-three-component-prostaglandin-synthesis-and-rapid-sup-11-sup-c-labelings-for-short- |z Get Online |