Total synthesis of cis‐shisool

  title={Total synthesis of cis‐shisool},
  author={Zhi‐Qin Wang and Chun‐Qiu Lai},
This paper describes the total synthesis of cis-shisool through intermediate 3, which was derived from the Diels-Alder adduct 4 (or 5). The structure of the isomers produced by the Diels-Alder reaction of cyclohexadiene and crotonate has been elucidated by means of GC and NMR. Methylenation of 12 with Zn-CH2Br2-TiCl4 or Ph3P=CH2 retains the stereochemistry of the carbon atom adjacent to the carbonyl group.