6533b82efe1ef96bd1293442
RESEARCH PRODUCT
An Efficient Stereoselective Synthesis of Stypodiol and Epistypodiol
Ramón J. ZaragozáManuel ArnóConsuelo AgullóBenjamin MeseguerAna C. CuñatAntonio Abadsubject
Barbier reactionchemistry.chemical_compoundchemistryOrganic ChemistryOrganic chemistryAlcoholStereoselectivityEpimerdescription
An 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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1998-07-01 | The Journal of Organic Chemistry |