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Tetrahedron Letters
Volumn 14, Issue 8, 1973, Pages 577-580
A new approach to the synthesis of dihydro-γ-Pyrones and 3-furanones
Author keywords

[No Author keywords available]
Indexed keywords

EID: 0342931115     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(01)95850-2     Document Type: Article
Times cited : (26)
References (13)
  • 1
    • 0002639647 scopus 로고
    • Nucleophile Acylierung mit 2-Lithium-1,3-dithianen bzw. -1,3,5-trithianen1,2,3
    • (1969) Synthesis , pp. 17
    • Seebach1
  • 2
    • 0011927653 scopus 로고
    • 1,3-DITHIANE
    • A convenient preparation of I consists of the treatment of excess malondialdehyde bis-dimethyl acetal (4 equiv.) with I equivalent of I,3-propanedithiol in a manner similar to that used for the synthesis of 1,3-dithiane:
    • (1970) Organic Syntheses , vol.50 , pp. 72
    • Corey1    Seebach2
  • 3
    • 84918262000 scopus 로고
    • Some currently available synthetic methods are described in the following references; dihydro-γ-pyrones
    • (1969) Bull. Soc. Chim, Fr. , pp. 4091
    • Gelin1    Gelin2
  • 11
    • 0040422161 scopus 로고
    • Novel cleavage of ethylenethioketals to carbonyl compounds with methyl iodide
    • and references cited therein
    • (1972) Tetrahedron Letters , pp. 1989
    • Chang1
  • 12
    • 84918208171 scopus 로고    scopus 로고
    • Addition of 4-6 equivalents of N-bromosuccinimide to a cooled (−10 °C) solution of the dithiane in an excess of the desired alcohol gave nearly quantitative yields of O-acetal. Subsequent hydrolysis proceeded in low yield.
  • 13
    • 84918208170 scopus 로고    scopus 로고
    • Table Removed, Samples for analysis were obtained by preparative-layer chromatography on silica gel with a subsequent short-path distillation.

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