Concise formal synthesis of (-)-(6R,11R,14R)-colletallol via D-proline catalysed α-aminooxylation-Wittig olefination strategy
- Vol.58B(9), Sep
- New Delhi CSIR 2019
- 1029-1036p.
An efficient enantioselective formal synthesis of marine macrolide (−)-(6R,11R,14R)-colletallol has been achieved starting from commercially available raw materials. The key reactions include the D-proline catalyzed α-aminooxylation of aldehyde followed by Horner-Wardsworth-Emmons olefination in a sequential fashion to give the macrolide key intermediate 5 in high enantiomeric purity (97% ee) and high overall yield (32%).