An Efficient Stereoselective Synthesis of Stypodiol and Epistypodiol
1998; American Chemical Society; Volume: 63; Issue: 15 Linguagem: Inglês
10.1021/jo980311g
ISSN1520-6904
AutoresAntonio Abad‐Somovilla, Consuelo Agulló, Manuel Arnó, Ana C. Cuñat, Benjamín Meseguer, Ramón J. Zaragozá,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoAn efficient synthesis of stypodiol (1) and its epimer at C-14, epistypodiol (2), was accomplished starting from (S)-(+)-carvone (7). The synthesis of both epimeric compounds proceeds through common intermediates using an IMDA reaction, a sonochemical Barbier reaction, and an acid-catalyzed quinol−tertiary alcohol cyclization as key synthetic steps.
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