000 02637nam a22004815i 4500
001 978-3-642-27195-3
003 DE-He213
005 20140220083307.0
007 cr nn 008mamaa
008 120114s2012 gw | s |||| 0|eng d
020 _a9783642271953
_9978-3-642-27195-3
024 7 _a10.1007/978-3-642-27195-3
_2doi
050 4 _aQD415-436
072 7 _aPNN
_2bicssc
072 7 _aSCI013040
_2bisacsh
082 0 4 _a547
_223
100 1 _aSun, Xiao-Yu.
_eauthor.
245 1 0 _aTotal Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B
_h[electronic resource] /
_cby Xiao-Yu Sun.
264 1 _aBerlin, Heidelberg :
_bSpringer Berlin Heidelberg,
_c2012.
300 _aXIV, 220p. 308 illus., 12 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
505 0 _aIntroduction -- Results and Discussion -- Conclusion -- Experimental Section -- References -- Appendix I -- Appendix II.
520 _aIn his thesis, Xiao-yu Sun conducts the first total synthesis of all possible stereoisomers of plakortide E and also confirms the absolute configuration of natural plakortide E. Xiao-yu Sun subsequently converts Plakortide E methyl ester to plakortone B in a biomimetic conversion. Construction and functionalization of cyclic peroxides are notoriously difficult due to the very low O-O bond dissociation energy. Plaktoride E is isolated from the Jamaican marine sponge platorits halichondrioides and contains a five-membered peroxide ring, with oxygen atoms linked to tertiary C4 and C6 centers. The methodology used for synthesizing highly substituted cyclic peroxides is novel and useful, and not only extends the field of Pd-catalyzed reactions, but also provides a convenient synthetic approach for the preparation of the 1,2-dioxolanes series. Plakortide E and plakortone B are bioactive, which means that the synthetic studies on them and their analogs are pivotal in drug discovery.
650 0 _aChemistry.
650 0 _aChemistry, Organic.
650 0 _aBiochemistry.
650 0 _aCatalysis.
650 1 4 _aChemistry.
650 2 4 _aOrganic Chemistry.
650 2 4 _aMedicinal Chemistry.
650 2 4 _aCatalysis.
710 2 _aSpringerLink (Online service)
773 0 _tSpringer eBooks
776 0 8 _iPrinted edition:
_z9783642271946
830 0 _aSpringer Theses
856 4 0 _uhttp://dx.doi.org/10.1007/978-3-642-27195-3
912 _aZDB-2-CMS
999 _c102533
_d102533