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Hydroxyl-directed stereoselective [2,3] sigmatropic rearrangement of γ-hydroxyalkyl γ-alkoxyallylic sulfoxides

✍ Scribed by Tsuneo Sato; Junzo Otera

Book ID: 104214690
Publisher: Elsevier Science
Year: 1994
Tongue: French
Weight: 226 KB
Volume: 35
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)73472-1

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✦ Synopsis

The [Z3l sigmatropic rearrangement of )chydrovalkyl rmethoxyallyl sulfoxids occurs in a highly swreoselecdve manner to give &hydroxy-(E)-enals; a novel mechanism involving interaction between

the hydroxy oxygen and rhe sulflnyl sa&w is proposed.

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