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Beilstein J. Org. Chem. 2013, 9, 36–48, doi:10.3762/bjoc.9.5
Graphical Abstract
Scheme 1: The alkylated conjugated bisallenes 1– 3 as model systems for polar reactions.
Scheme 2: Alkylation and silylation of 2.
Scheme 3: Allylation of the monoanion 4.
Scheme 4: Metalation/silylation of hydrocarbon 3.
Scheme 5: Quenching of 4 with DMF and acetone.
Scheme 6: Further reactions of 2/4 with various electrophiles.
Scheme 7: Oxidation of conjugated bisallenes with different oxidizing agents according to [26].
Scheme 8: Oxidation of 2, 7 and 5 with MMPP.
Scheme 9: Oxidation of the asymmetric bisallene 3 by air.
Scheme 10: Epoxidation of the disilylbisallenes 11 and 12.
Scheme 11: The addition of HCl and HBr to the bisallenes 2 and 5.
Scheme 12: The addition of bromine to the bisallene 2.
Scheme 13: The addition of iodine to the conjugated bisallenes 61, 2 and 3.
Scheme 14: Addition of chlorosulfonyl isocyanate (CSI, 66) to allenes.