| 摘要 |
<p>NEW MATERIAL:A hydroxy-delta-lactone of formula I (R<1> is alkyl; X is H or a protecting group). EXAMPLE:(S)-5-Nonyl-5-(hydroxymethyl)-delta-valerolactone. USE:Useful as an antimicrobial agent and an intermediate for preparing a compound having the antimicrobial activity. For example, the titled compound is alkylated to give (2R,5S)-2-methyl-5-nonyl-5-(hydroxymethyl)-delta-valerolactone which is called (-)-malyngolide. The resultant compound is a useful compound exhibiting the antimicrobial activvity against Mycobacterium smegmatis, etc. PROCESS:A-hydroxy-2-alkyl-6-heptenal is reduced, and the primary hydroxyl group of the resultant compound is then protected. The double bond is cleaved oxidatively to afford a lactol of formula II (Y is a protecting group of the hydroxyl group), which is then oxidized to give the compound of formula I.</p> |
