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001			978-981-97-0787-4
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008			240405s2024 si | s |||| 0|eng d
020			_a9789819707874 _9978-981-97-0787-4
024	7		_a10.1007/978-981-97-0787-4 _2doi
050		4	_aQD241-441
072		7	_aPNN _2bicssc
072		7	_aSCI013040 _2bisacsh
072		7	_aPNN _2thema
100	1		_aIto, Tomohiro. _eauthor. _4aut _4http://id.loc.gov/vocabulary/relators/aut _974798
245	1	0	_aSynthesis of Medium-Sized Cycloalkenes via Fused-Cyclobutenes _h[electronic resource] / _cby Tomohiro Ito.
250			_a1st ed. 2024.
264		1	_aSingapore : _bSpringer Nature Singapore : _bImprint: Springer, _c2024.
300			_aXII, 129 p. 162 illus., 25 illus. in color. _bonline resource.
336			_atext _btxt _2rdacontent
337			_acomputer _bc _2rdamedia
338			_aonline resource _bcr _2rdacarrier
347			_atext file _bPDF _2rda
490	1		_aSpringer Theses, Recognizing Outstanding Ph.D. Research, _x2190-5061
505	0		_aIntroduction -- Synthesis of Functionalized Medium-Sized trans-Cycloalkenes by 4π Electrocyclic Ring Opening Alkylation Cascade -- Synthesis of γ-Aryl Medium Sized Cyclic Enones by 4π Electrocyclic Ring Opening Heck Matsuda Arylation Sequence -- Asymmetric Organocatalytic [2+2] Cycloaddition Affording Bicyclo[n.2.0]alkenes -- Conclusion -- Experiments.
520			_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 4π-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.
650		0	_aChemistry, Organic. _965325
650		0	_aChemistry.
650		0	_aMedicinal chemistry.
650		0	_aPharmacology. _967844
650	1	4	_aOrganic Chemistry. _965327
650	2	4	_aChemical Synthesis. _968822
650	2	4	_aMedicinal Chemistry.
650	2	4	_aPharmacology. _967844
710	2		_aSpringerLink (Online service)
773	0		_tSpringer Nature eBook
776	0	8	_iPrinted edition: _z9789819707867
776	0	8	_iPrinted edition: _z9789819707881
776	0	8	_iPrinted edition: _z9789819707898
830		0	_aSpringer Theses, Recognizing Outstanding Ph.D. Research, _x2190-5061 _966370
856	4	0	_uhttps://doi.org/10.1007/978-981-97-0787-4
912			_aZDB-2-CMS
912			_aZDB-2-SXC
999			_c58977 _d58977