Retrosynthetic analysis of dihydroisomarines: 6-methoxymellein, kigelin and fusarentin ether

February 22, 2024

• Title:       

   Retrosynthetic analysis of dihydroisomarines: 6-methoxymellein, kigelin  and fusarentin ether

• Image Source:

  Asymmetric total synthesis of dihydroisocoumarins: 6-methoxymellein, kigelin and fusarentin 6, 7 dimethyl ether by employing proline catalysed asymmetric α-aminoxylation

• Mark:

  Fig. 1

• Associated context:

  Our envisioned retrosynthetic analysis for dihydroisocoumarins  (3, 4 and 5) shows straightforward oxa-Pictet-Spengler cyclisation  of hydroxy compounds 11a, 11b and 13 to obtain target molecules.  These hydroxy compounds may be easily accessible through pro-  line catalysed a-aminoxylation of commercially available aldehydes  12a and 12b followed by reduction or HWE olefination or Wittig  olefination and functional group transformations (Scheme 1).