Categories: C-C Bond Formation > Carbocyclic compounds > Cycloalkenes
Synthesis of 1,4-cyclohexadienes
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Name Reactions
Recent Literature
The cobalt-catalyzed Diels-Alder reaction of alkynyl pinacol boronic esters
with various dienes generates cycloadducts in very good regioselectivity. A reaction sequence (Diels-Alder reaction, Suzuki coupling, DDQ oxidation)
was successfully performed as a one pot operation without isolation of the
intermediates.
G. Hilt, K. I. Smolko, Angew. Chem. Int. Ed., 2003, 42,
2795-2797.
Aryne Diels-Alder reactions with functionalized acyclic dienes give useful
cis-substituted dihydronaphthalene building blocks in good yield. Asymmetric
aryne cycloadditions with Oppolzer's sultam as a chiral auxiliary are also
reported .
C. Dockendorff, S. Sahli, M. Olsen, L. Milhau, M. Lautens, J. Am. Chem. Soc.,
2005, 127, 15028-15029.
The use of bench-stable sodium dispersions and recoverable 15-crown-5 ether
enables a significantly improved, practical, and chemoselective ammonia-free
Birch reduction of a broad range of aromatic and heteroaromatic compounds in
excellent yields.
P. Lei, Y. Ding, X. Zhang, A. Adijiang, H. Li, Y. Ling, J. An, Org. Lett.,
2018, 20, 3439-3442.
Ammonia Free Partial Reduction of Aromatic Compounds Using Lithium Di-tert-butylbiphenyl
(LiDBB)
T. J. Donohoe, D. House, J. Org. Chem.,
2002, 67, 5015-5018.