LEADER 03612nam 22006375 450 001 9910847584803321 005 20240406124728.0 010 $a981-9707-87-0 024 7 $a10.1007/978-981-97-0787-4 035 $a(CKB)31403873500041 035 $a(MiAaPQ)EBC31267116 035 $a(Au-PeEL)EBL31267116 035 $a(MiAaPQ)EBC31253955 035 $a(Au-PeEL)EBL31253955 035 $a(DE-He213)978-981-97-0787-4 035 $a(EXLCZ)9931403873500041 100 $a20240405d2024 u| 0 101 0 $aeng 135 $aur||||||||||| 181 $ctxt$2rdacontent 182 $cc$2rdamedia 183 $acr$2rdacarrier 200 10$aSynthesis of Medium-Sized Cycloalkenes via Fused-Cyclobutenes$b[electronic resource] /$fby Tomohiro Ito 205 $a1st ed. 2024. 210 1$aSingapore :$cSpringer Nature Singapore :$cImprint: Springer,$d2024. 215 $a1 online resource (136 pages) 225 1 $aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5061 311 $a981-9707-86-2 327 $aIntroduction -- Synthesis of Functionalized Medium-Sized trans-Cycloalkenes by 4? Electrocyclic Ring Opening Alkylation Cascade -- Synthesis of ?-Aryl Medium Sized Cyclic Enones by 4? Electrocyclic Ring Opening Heck Matsuda Arylation Sequence -- Asymmetric Organocatalytic [2+2] Cycloaddition Affording Bicyclo[n.2.0]alkenes -- Conclusion -- Experiments. 330 $aThis book explains the existence of the intermediate using two approaches: computational chemistry and coordination chemistry. In this book, the author has developed new methods for synthesizing medium-sized cycloalkenes by utilizing the 4?-electrocyclic reaction of fused-cyclobutenes. The fundamental and most important strategy and feature of the work are as follows: first, cyclobutene is used as a readily available raw material with high-strain energy to generate more strained medium-sized cis,trans-cycloalkadiene molecules. Second, by judiciously selecting the reaction conditions, the short-lived intermediate (medium-sized cis,trans-cycloalkadiene) can be converted to medium-sized cis- or trans-cycloalkenes. For the former, the generation of the medium-sized cis,trans-cycloalkadiene intermediate is greatly affected by the substituent on the cyclobutene, and there are few examples of its generation confirmed at room temperature. Regarding the latter, the synthesis of trans-cycloalkenes is noteworthy in terms of establishing a new synthetic methodology and providing one of the few asymmetric synthesis methods, which has not been achieved before. Readers of this book can gain novel insights into strained molecules involved not only in small-sized cycloalkenes but also in medium-sized ones. 410 0$aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5061 606 $aChemistry, Organic 606 $aChemistry 606 $aMedicinal chemistry 606 $aPharmacology 606 $aOrganic Chemistry 606 $aChemical Synthesis 606 $aMedicinal Chemistry 606 $aPharmacology 615 0$aChemistry, Organic. 615 0$aChemistry. 615 0$aMedicinal chemistry. 615 0$aPharmacology. 615 14$aOrganic Chemistry. 615 24$aChemical Synthesis. 615 24$aMedicinal Chemistry. 615 24$aPharmacology. 676 $a547 700 $aIto$b Tomohiro$01736336 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910847584803321 996 $aSynthesis of Medium-Sized Cycloalkenes via Fused-Cyclobutenes$94156190 997 $aUNINA