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Oxoketene dithioacetals as versatile synthons for alternative 1,3 to 1,11 carbonyl transpositions: A new polyene synthesis

✍ Scribed by Malapaka Chandrasekharam; Chitoorthekkathil V Asokan; Hiriyakksnavar Ila; Hiriyakkanavar Junjappa

Book ID: 104222143
Publisher: Elsevier Science
Year: 1990
Tongue: French
Weight: 303 KB
Volume: 31
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)88875-9

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✦ Synopsis

A model strategy for 1,7 to 1,ll carbonyl transpositions involving 1,2 addition of sodium borobydride or Grignard reagents to polyenyl oxoketene ditbioacetals 8 obtained by condensation of bis (metbyltbiojpolyenals 1-J with active metbylene ketones, followed by borontrifluoride etberate catalyzed methanolysis of the resulting polyenyl carbinol acetals .j to give 1,n transposed polyene esters 10 has been described.

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