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Beilstein J. Org. Chem. 2013, 9, 818–826, doi:10.3762/bjoc.9.93
Graphical Abstract
Scheme 1: Preparation of allenic carbamates 2a–j. Reagents and conditions: (i) Propargylamine, MgSO4, CH2Cl2,...
Scheme 2: Controlled oxycyclization reactions of allenic carbamates 2 to 1,3-oxazinan-2-ones 3 and 1,3-oxazin...
Scheme 3: Possible explanation for the gold-catalyzed isomerization reaction of 1,3-oxazinan-2-one 3a into 1,...
Scheme 4: Mechanistic explanation for the gold-catalyzed oxycyclization reactions of allenic carbamates 2 int...
Figure 1: Computed reaction profile for the reaction of AuPMe3+ and 1M. Numbers indicate the corresponding PC...
Beilstein J. Org. Chem. 2011, 7, 622–630, doi:10.3762/bjoc.7.73
Scheme 1: Gold-catalyzed cyclization of 4-allenyl-2-azetidinones for the preparation of bicyclic β-lactams.
Scheme 2: Possible catalytic cycle for the gold-catalyzed cyclization of 4-allenyl-2-azetidinones.
Scheme 3: Gold- and iron-catalyzed chemodivergent cyclization of ene-allenols for the preparation of oxacycli...
Scheme 4: Gold-catalyzed cyclization of hydroxyallenes for the preparation of five-membered oxacyclic β-lacta...
Figure 1: Free energy profile [kcal mol–1] for the transformation of γ-allenol I into the tetrahydrofuran typ...
Scheme 5: Possible catalytic cycle for the gold-catalyzed cyclization of hydroxyallenes.
Scheme 6: Gold-catalyzed cyclization of MOM-protected α-hydroxyallenes for the preparation of five-membered o...
Scheme 7: Gold-catalyzed cyclization of MOM-protected γ-hydroxyallenes for the preparation of seven-membered ...
Scheme 8: Possible catalytic cycle for the gold-catalyzed cyclization of MOM protected γ-allenol derivatives....
Scheme 9: Au(III)-catalyzed heterocyclization reaction of MOM protected γ-allenol derivative 14a.
Scheme 10: Precious metal-catalyzed formation of benzo-fused pyrrolizinones from N-(2-alkynylphenyl)-β-lactams....
Scheme 11: Gold-catalyzed formation of 5,6-dihydro-8H-indolizin-7-ones from N-(pent-2-en-4-ynyl)-β-lactams.
Scheme 12: Gold-catalyzed formation of non-fused tetrahydrofuryl-β-lactam hemiacetals from 2-azetidinone-tethe...
Scheme 13: Gold-catalyzed formation of spiro tetrahydrofuryl-β-lactam hemiacetals from 2-azetidinone-tethered ...
Scheme 14: Gold-catalyzed formation of fused tetrahydrofuryl-β-lactam hemiacetals from 2-azetidinone-tethered ...
Scheme 15: Possible catalytic cycle for the gold-catalyzed cyclization of MOM protected alkynol derivatives.
Scheme 16: Gold/Brønsted acid co-catalyzed formation of bridged β-lactam acetals from 2-azetidinone-tethered a...