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Synthesis 1990; 1990(10): 956-959
DOI: 10.1055/s-1990-27064
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Regioselective Borohydride and Grignard Reactions in (E)-3-(Arylmethylene)-2-oxotetrahydrofurans

Dibyendu De* , Manju Seth, Amiya Prasad Bhaduri
  • *Division of Medicinal Chemistry, Central Drug Research Institute, Chattar Manzil, Lucknow 226001, India
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Publication Date:
17 September 2002 (online)

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Convenient syntheses of (E)-2-(arylmethylene)-1,4-butanediols 2a-c, 2-(aryl)-3-methylenetetrahydrofurans 4a,c, 3-(arylmethylene) -2-methyl-2,5-pentanediols 7a-c, 4-(arylmethylene)-3-ethyl- 3,6-hexanediols 7d-f, 2,2-dialky1-3-(arylmethylene)tetrahydrofurans 9a-f and 2,2-dialkyl-3-(arylmethyl)tetrahydrofurans 10a-b,10d-e are described. The synthetic utility of the title compounds is obvious from the ease of preparation of these new type of tetrahydrofuran derivatives.