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41649085054
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ItBu = 1,3-di-tert-butylimidazol-2-ylidene; IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene; IPr = 1,3-bis(2,6- diisopropylphenyl)-imidazol-2-ylidene; SIPr = 1,3-bis(2,6-diisopropylphenyl)-4, 5-dihydroimidazolin-2-ylidene.
-
ItBu = 1,3-di-tert-butylimidazol-2-ylidene; IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene; IPr = 1,3-bis(2,6- diisopropylphenyl)-imidazol-2-ylidene; SIPr = 1,3-bis(2,6-diisopropylphenyl)-4, 5-dihydroimidazolin-2-ylidene.
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0001428795
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The thermal electrocyclic ring opening of fused α-pyrans is common, see: a
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41649119252
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Some of this work has been previously reported, see ref 7b
-
Some of this work has been previously reported, see ref 7b.
-
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62
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41649114435
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In some cases, excess aldehyde was necessary due to competitive NHC-catalyzed aldehyde cyclotrimerization
-
In some cases, excess aldehyde was necessary due to competitive NHC-catalyzed aldehyde cyclotrimerization.
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41649113412
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The diastereoselectivity of pyran 37 could not be determined by NMR analysis due to the conformation of the ring; pyran 37 possesses a particularly flattened out structure due to the olefin and lacks any 1,3 interations in the NOE analysis. Unfortunately, we were unable to grow suitable crystals for X-ray analysis to determine the structure of pyran 37.
-
The diastereoselectivity of pyran 37 could not be determined by NMR analysis due to the conformation of the ring; pyran 37 possesses a particularly flattened out structure due to the olefin and lacks any 1,3 interations in the NOE analysis. Unfortunately, we were unable to grow suitable crystals for X-ray analysis to determine the structure of pyran 37.
-
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68
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41649097652
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See the Supporting Information for complete X-ray analysis
-
See the Supporting Information for complete X-ray analysis.
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Trost has utilized acetone as a solvent in Ru-catalyzed cycloisomerizations of diynes and does not report any reactivity with the acetone see ref 17d
-
Trost has utilized acetone as a solvent in Ru-catalyzed cycloisomerizations of diynes and does not report any reactivity with the acetone see ref 17d.
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85
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41649102123
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Without the addition of 3 Å molecular sieves, cyclization reactions gave inconsistent isolated yields of dihydropyran, and yields ranged from 70% to 83%.
-
Without the addition of 3 Å molecular sieves, cyclization reactions gave inconsistent isolated yields of dihydropyran, and yields ranged from 70% to 83%.
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0001008673
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Carmona, E.; Gutiérrez-Puebla, E.; Marín, J. M.; Monge, A.; Paneque, M.; Poveda, M. L.; Ruiz, C. J. Am. Chem. Soc. 1989, 111, 2883.
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(1989)
J. Am. Chem. Soc
, vol.111
, pp. 2883
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Carmona, E.1
Gutiérrez-Puebla, E.2
Marín, J.M.3
Monge, A.4
Paneque, M.5
Poveda, M.L.6
Ruiz, C.7
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