Successive elongation by a C5 unit is possible when an allylic sulfone is coupled with 4-bromo-3-methyl-2-butenyl phenyl sulfide (1). The thiosulfone compound formed was then oxidized to the corresponding disulfone, which, upon coupling with another equivalent of 1 and oxidation, produced the trisulfone 2, again elongated by a C5 unit (see scheme). This process, which can be repeated again, is the basis for a highly efficient synthesis of carotenoids.
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Ji et al. (2001) studied this question.
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