PMID- 27727506
OWN - NLM
STAT- PubMed-not-MEDLINE
DCOM- 20180111
LR  - 20231104
IS  - 1521-3765 (Electronic)
IS  - 0947-6539 (Print)
IS  - 0947-6539 (Linking)
VI  - 22
IP  - 49
DP  - 2016 Dec 5
TI  - Enantioselective Stereodivergent Nucleophile-Dependent Isothiourea-Catalysed 
      Domino Reactions.
PG  - 17748-17757
LID - 10.1002/chem.201603318 [doi]
AB  - alpha,beta-Unsaturated acyl ammoniums generated from the reaction of alpha,beta-unsaturated 
      2,4,6-trichlorophenol (TCP) esters bearing a pendent enone with an isothiourea 
      organocatalyst are versatile intermediates in a range of enantioselective 
      nucleophile-dependent domino processes to form complex products of diverse 
      topology with excellent stereoselectivity. Use of either 1,3-dicarbonyls, acyl 
      benzothiazoles, or acyl benzimidazoles as nucleophiles allows three distinct, 
      diastereodivergent domino reaction pathways to be accessed to form various fused 
      polycyclic cores containing multiple contiguous stereocentres.
CI  - (c) 2016 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.
FAU - Matviitsuk, Anastassia
AU  - Matviitsuk A
AD  - EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. 
      Andrews, Fife, KY16 9ST, UK.
FAU - Taylor, James E
AU  - Taylor JE
AD  - EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. 
      Andrews, Fife, KY16 9ST, UK.
FAU - Cordes, David B
AU  - Cordes DB
AD  - EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. 
      Andrews, Fife, KY16 9ST, UK.
FAU - Slawin, Alexandra M Z
AU  - Slawin AM
AD  - EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. 
      Andrews, Fife, KY16 9ST, UK.
FAU - Smith, Andrew D
AU  - Smith AD
AD  - EaStCHEM, School of Chemistry, University of St. Andrews, North Haugh, St. 
      Andrews, Fife, KY16 9ST, UK.
LA  - eng
GR  - 279850/ERC_/European Research Council/International
PT  - Journal Article
DEP - 20161011
PL  - Germany
TA  - Chemistry
JT  - Chemistry (Weinheim an der Bergstrasse, Germany)
JID - 9513783
PMC - PMC5132085
OTO - NOTNLM
OT  - Lewis base
OT  - domino reactions
OT  - enantioselective synthesis
OT  - organocatalysis
OT  - alpha,beta-unsaturated acyl ammonium
EDAT- 2016/10/12 06:00
MHDA- 2016/10/12 06:01
PMCR- 2016/12/01
CRDT- 2016/10/12 06:00
PHST- 2016/07/13 00:00 [received]
PHST- 2016/10/12 06:00 [pubmed]
PHST- 2016/10/12 06:01 [medline]
PHST- 2016/10/12 06:00 [entrez]
PHST- 2016/12/01 00:00 [pmc-release]
AID - CHEM201603318 [pii]
AID - 10.1002/chem.201603318 [doi]
PST - ppublish
SO  - Chemistry. 2016 Dec 5;22(49):17748-17757. doi: 10.1002/chem.201603318. Epub 2016 
      Oct 11.