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SUMMARY:Domino Reactions with Three-Membered Rings and Triple Bonds
DTSTART:20131031T171500
DTEND:20131031T183000
DTSTAMP:20260506T003618Z
UID:99e35dd0cf21abcf9a739817d6205a3f28ce3aff93f1048ea5215060
CATEGORIES:Conferences - Seminars
DESCRIPTION:Prof. Dr. Daniel B. Werz\, Institute for Organic Chemistry\, T
 echnical University of Braunschweig\, Germany\nCyclopropanes as well as ca
 rbon-carbon triple bonds are systems being high in energy. Therefore\, bot
 h moieties are ideally suited for a cascade of consecutive reactions (domi
 no reactions).\nIn a first part\, domino reactions based on ring-enlargeme
 nt reactions of donor-acceptor-substituted cyclopropanes[1] are discussed.
  Aldehyde\, ketimines and thioketones are utilized as acceptors whereas et
 her moieties serve as donor.[2] A rearrangement leads to the respective fi
 ve-membered rings which tend to eliminate water. As a result\, aromatic sy
 stems are formed.[2] Depending on the substrate domino cascades are initia
 ted which are able to transform the biscyclopropane derivative 1 in one st
 ep into the corresponding quaterpyrrol 2.\nIn a second part\, Pd-catalyzed
  domino reactions starting with triple bonds attached to carbohydrate deri
 vatives 4 are reported to construct a variety of chroman- and isochroman-t
 ype structures such as 5.[3] Such domino sequences are also employed to a 
 variety of other processes leading to complex scaffolds in a facile and ef
 ficient fashion.\n[1] H.-U. Reißig\, R. Zimmer\, Chem. Rev. 2003\, 103\, 
 1151-1196.\n[2] a) T. F. Schneider\, J. Kaschel\, B. Dittrich\, D. B. Werz
 \, Org. Lett. 2009\, 11\, 2317-2320\; b) T. F. Schneider\, J. Kaschel\, S.
  I. Awan\, B. Dittrich\, D. B. Werz\, Chem. Eur. J. 2010\, 16\, 11276-1128
 8\; c) J. Kaschel\, T. F. Schneider\, D. Kratzert\, D. Stalke\, D. B. Werz
 \, Angew. Chem. Int. Ed. 2012\, 51\, 11153-11156. d) J. Kaschel\, C. D. Sc
 hmidt\, M. Mumby\, D. Kratzert\, D. Stalke\, D. B. Werz\, Chem. Commun. 20
 13\, 49\, 4403-4405.\n[3] a) M. Leibeling\, D. C. Koester\, M. Pawliczek\,
  S. C. Schild\, D. B. Werz\, Nature Chem. Biol. 2010\, 6\, 199-201\; b) M.
  Leibeling\, B. Milde\, D. Kratzert\, D. Stalke\, D. B. Werz\, Chem. Eur. 
 J. 2011\, 17\, 9888-9892\; c) M. Leibeling\, D. B. Werz\, Chem. Eur. J. 20
 12\, 18\, 6138-6141\; d) M. Leibeling\, M. Pawliczek\, D. Kratzert\, D. St
 alke\, D. B. Werz\, Org. Lett. 2012\, 14\, 346-349.
LOCATION:UNIL\, Génopode\, auditorium B https://planete.unil.ch/plan/?loc
 al=GEN-2006
STATUS:CONFIRMED
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