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Beilstein J. Org. Chem. 2014, 10, 307–315, doi:10.3762/bjoc.10.28
Graphical Abstract
Scheme 1: 1,1,3,3-Tetramethylindane derivatives are preferable.
Scheme 2: “Hydrolysis” of 6, and the KOR/dimsyl-K (11) system.
Scheme 3: Proposed carbenoid pathway from 6 to acid 10 and dimethyl sulfide (Me2S) in DMSO as the solvent.
Scheme 4: Proposed pathway to the main side-product 23 formed by nucleophilic addition of 11 to C-2 of 6.
Scheme 5: Possible course of the carbenoid chain reaction of 12 with DMSO and the α,α-dichloroalkene 6.
Scheme 6: Synthesis of the one-sidedly overcrowded descendants 38, 39, and 42.