Lipase-mediated synthesis of the enantiomeric forms of 4,5-epoxy-4,5-dihydro-α-ionone and 5,6-epoxy-5,6-dihydro-β-ionone.: A new direct access to enantiopure (R)- and (S)-α-ionone

被引:35
作者
Aleu, J [1 ]
Brenna, E [1 ]
Fuganti, C [1 ]
Serra, S [1 ]
机构
[1] Politecn Milan, Dipartimento Chim, I-20131 Milan, Italy
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 03期
关键词
D O I
10.1039/a808780f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Stereoselective lipase-mediated esterifications of epoxy-alpha-ionol 5 and epoxy-beta-ionol 9 afforded suitable precursors of the enantiomers of the corresponding oxidised derivatives epoxy-alpha-ionone 3 and epoxy-beta-ionone 4. An interesting: development of this work is the easy conversion of enantiopure 3a and 3b into highly valuable enantiopure (S)- and (R)-ionone (1a and 1b) via a mild deoxygenation reaction.
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页码:271 / 278
页数:8
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