- Transfer of photochemistry from UV to visible: An expedient access to a bridged pyrrolidine
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In this study we successfully transferred a useful photochemical reaction from the UV to the visible region of the spectrum. Use of a commercially available iridium complex facilitated triplet state intramolecular [2 + 2] photocycloaddition under irradiation with the now readily available, compact and convenient blue light sources, therefore avoiding the need for direct UV irradiation. Under these mild conditions, we enabled the efficient production of gram quantities of a medicinally relevant yet underexploited bridged pyrrolidine in a standard research lab fumehood.
- Lorthioir, Olivier,Corner, Thomas,Demanze, Sylvain,Greenwood, Ryan,Proctor, Katie,Stokes, Stephen,Turner, Paul
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supporting information
(2021/10/16)
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- Oligomers of a 5-carboxy-methanopyrrolidine β-amino acid. A search for order
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CD spectra for homooligomers (n = 4, 6, 8) of (1S,4R,5R)-5-syn-carboxy-2- azabicyclo[2.1.1]hexane (MPCA), a methano-bridged pyrrolidine β-carboxylic acid, suggest an ordered secondary structure. Even in the absence of internal hydrogen bonding, solution N
- Krow, Grant R.,Liu, Nian,Sender, Matthew,Lin, Guoliang,Centafont, Ryan,Sonnet, Philip E.,Debrosse, Charles,Ross, Charles W.,Carroll, Patrick J.,Shoulders, Matthew D.,Raines, Ronald T.
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supporting information; experimental part
p. 5438 - 5441
(2011/02/24)
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- 5-Carboxy-2-azabicyclo[2.1.1]hexanes as precursors of 5-halo, amino, phenyl, and 2-methoxycarbonylethyl methanopyrrolidines
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Novel 5-X-substituted-2-azabicyclo[2.1.1]hexanes (X = 5-syn-Cl, -Br, -I, -Ph, -NHCOOR (R = Me, Bn, t-Bu), -CH2CH2COOMe and X = 5-anti-Br, -I, -Ph) were synthesized from the X = 5-syn-carboxy derivative. New 5-anti-X-2-azabicyclo[2.1.
- Krow, Grant R.,Huang, Qiuli,Lin, Guoliang,Centafont, Ryan A.,Thomas, Andrew M.,Gandla, Deepa,DeBrosse, Charles,Carroll, Patrick J.
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p. 2090 - 2098
(2007/10/03)
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- Convenient preparations of 2,4-methanopyrrolidine and 5-carboxy-2,4-methanopyrrolidines
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An efficient four-step synthesis of N-BOC-5-syn- and 5-anti-carboxymethanopyrrolidines (12 and 13) and the conversion of 12 to N-BOC-methanopyrrolidine (2) are described.
- Krow, Grant R.,Lin, Guoliang,Herzon, Seth B.,Thomas, Andrew M.,Moore, Keith P.,Huang, Qiuli,Carroll, Patrick J.
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p. 7562 - 7564
(2007/10/03)
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