000202490 001__ 202490
000202490 005__ 20190415234923.0
000202490 022__ $$a0009-4293
000202490 02470 $$2ISI$$a000341550800009
000202490 0247_ $$a10.2533/chimia.2014.516$$2doi
000202490 037__ $$aARTICLE
000202490 245__ $$aTaming Hypervalent Bonds and Strained Rings for Catalysis and Synthesis
000202490 269__ $$a2014
000202490 260__ $$c2014
000202490 300__ $$a6
000202490 336__ $$aReviews
000202490 520__ $$aImproving the synthesis of complex organic molecules is essential for progress in many fields such as medicine, agrochemicals or materials. Since 2007, our laboratory has been focusing on the development of non-classical bond disconnections based on the use of small, energy-loaded organic molecules: hypervalent iodine reagents and strained rings. In this overview article, we report our progress since 2011 in these areas. The use of cyclic hypervalent iodine reagents has been extended to the C2-selective alkynylation of indoles, the domino cyclization alkynylation of allenes, the alkynylation of thiols and the azidation of carbonyl compounds. Amino-substituted aminocyclopropanes and aminocyclobutanes were used in [3+2] and [4+2] annulations to access nitrogen-rich building blocks, including nucleoside analogues. The first example of dynamic kinetic [3+2] annulation of aminocyclopropanes with both enol ethers and aldehydes was also reported.
000202490 6531_ $$aAcetylenes
000202490 6531_ $$aActivated cyclopropanes
000202490 6531_ $$aCatalysis
000202490 6531_ $$aHypervalent iodine
000202490 6531_ $$aSynthesis
000202490 700__ $$g202673$$aDe Nanteuil, Florian$$0244481
000202490 700__ $$g218174$$aLi, Yifan$$0246053
000202490 700__ $$g215866$$aVita, Maria Victoria$$0245562
000202490 700__ $$g218330$$aFrei, Reto$$0245692
000202490 700__ $$g223797$$aSerrano, Eloisa$$0246652
000202490 700__ $$g215126$$aRacine, Sophie$$0246623
000202490 700__ $$uStanford Univ, Stanford, CA 94305 USA$$g181574$$aWaser, Jerome$$0243584
000202490 773__ $$q516-521$$k7-8$$j68$$tChimia
000202490 8560_ $$fjerome.waser@epfl.ch
000202490 8564_ $$uhttps://infoscience.epfl.ch/record/202490/files/Chimia2011-649.pdf$$zn/a$$s261659$$yn/a
000202490 909C0 $$xU11811$$0252236$$pLCSO
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000202490 917Z8 $$x181574
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000202490 937__ $$aEPFL-ARTICLE-202490
000202490 973__ $$rREVIEWED$$sPUBLISHED$$aEPFL
000202490 980__ $$aARTICLE