Abstract
We described a novel stereoselective total synthesis of (–)-(6S,2′R)-cryptocaryalactone, a natural product containing syn/anti-6,8-diol/5,6-dihydro-2H-pyran-2-one unit. The approach, which characterised a highly diastereoselective chelation-controlled Mukaiyama aldol reaction of a benzyl-protected aldehyde and a Yamaguchi lactonisation of a δ-hydroxy-trans-α,β-unsaturated carboxylic acid, is an alternative synthetic strategy towards cryptocaryalactones.
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