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Facile one pot thermal dehydration and dethioacetalization of β-hydroxydithioacetals with dimethyl sulphoxide : synthesis of α,β-unsaturated aldehydes

✍ Scribed by Ch.Srinivasa Rao; M. Chandrasekharam; Balaram Patro; Hiriyakkanavar Ila; Hiriyakkanavar Junjappa

Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 776 KB
Volume: 50
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(01)85646-5

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✦ Synopsis

Abstractz lhe acyclic and cyclic &&oxydithioarcrals 3u-m and lo-b obtained by sodium borohydride redudion (or Grignam' addition) of the corresponding &oxodithioacetals 2u-m arc shown to undergo facik one pot thermal &h#ration and dethioacetalization in the presenoz of dbnuhyl sulphoxide to &mi the corresponding ene-qnd polyene al&hy& 5u-m and Q-b in good yields. lhe probabk mechanism of &thioacet&ation with dbnethyl sulphuxide has ako been discussed.

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