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Synthesis 1996; 1996(11): 1305-1308
DOI: 10.1055/s-1996-4378
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Rapid Synthesis of an Advanced Functionalized Monocyclofarnesyl Intermediate Using 1,2-Dibromoethyl Ethyl Ether as a Bromoacetaldehyde Equivalent in the Synthesis of Furan-2(5H)-ones

F. W. Joachim Demnitz* , Ralph A. Raphael
  • *SANDOZ Pharma AG, Preclinical Research, 350 K06, Basel, CH-4002, Switzerland, Fax +41(61)3243036
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Publication Date:
31 December 2000 (online)

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The lithium enolate of the ℇ-lactone 10 was reacted with 1,2-dibromoethyl ethyl ether to furnish 12, treatment of which with aqueous K2CO3 gave a highly functionalized sesquiterpene of the monocyclofarnesyl skeleton the 3-substituted furan-2(5H)-one 13a.

butenolide synthesis - 1,2-dibromoethyl ethyl ether - furan-2(5H)-one synthesis - monocyclofarnesyl - sesquiterpene

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