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. 2024 Jun 5;9(24):25902–25913. doi: 10.1021/acsomega.4c00391

Table 2. Enantioselective Analysis of Some Chiral Terpenes from G. cuicochensis and G. sancti-antonii EOsc.

enantiomers LRI G. cuicochensis
G. sancti-antonii
    distribution (%) ee (%) distribution (%) ee (%)
(1R,5R)-(+)-α-pinene 924a 100.0 100.0    
(1S,5S)-(−)-α-pinene 926a     100.0 100.0
(1R,5R)-(+)-β-pinene 949a 44.7 10.6 19.3 61.3
(1S,5S)-(−)-β-pinene 959a 55.3   80.7  
(1R,5R)-(+)-sabinene 1008b 68.2 36.4 100.0 100.0
(1S,5S)-(−)-sabinene 1014b 31.8      
(R)-(−)-α-phellandrene 1019a 4.7 90.7    
(S)-(+)α-phellandrene 1022a 95.3      
(R)-(−)-β-phellandrene 1051a     100.0 100.0
(S)-(−)-limonene 1058a 97.5 95.0 100.0 100.0
(R)-(+)-limonene 1074a 2.5      
(S)-(+)-β-phellandrene 1075b 100.0 100.0    
(R)-(−)-linalool 1179a 56.3 12.5 47.8 4.5
(S)-(+)-linalool 1189a 43.7   52.2  
(R)-(−)-piperitone 1294a 100.0 100.0    
(S)-(+)-α-terpineol 1300a     84.7 69.5
(R)-(−)-α-terpineol 1313a     15.3  
(1S,2R,6R,7R,8R)-(+)-α-copaene 1322a     100.0 100.0
(R)-(−)-terpinen-4-ol 1339b 40.7 18.6 100.0 100.0
(S)-(+)-terpinen-4-ol 1376b 59.3      
(S)-(−)-germacrene D 1465a 100.0 100.0 100.0 100.0
a

2,3-diacetyl-6-tert-butyldimethylsilyl-β-cyclodextrin.

b

2,3-diethyl-6-tert-butyldimethylsilyl-β-cyclodextrin column.

c

Linear retention indice = calculated LRI; ee = enantiomeric excess.