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Volumn , Issue 18, 2004, Pages 3884-3892

Synthesis of γ-lactones from cycloocta-1,5-diene - Starting materials for natural-product synthesis

Author keywords

Alkenes; Cyclization; Lactones; Natural products; Oxygen heterocycles

Indexed keywords

5 ACETOXY 7 (METHOXYCARBONYL)HEPTAN 4 OLIDE; 5 ACETOXY 7 CARBOXYHEPTAN 4 OLIDE; 5 ACETOXY 9 OXABICYCLO[4.2.1]NONANE 2 ONE; 5 ACETOXYDECAN 4 OLIDE; 6 ACETOXY 9 OXABICYCLO[3.3.1]NONANE 2 ONE; ALKENE DERIVATIVE; CYCLOOCTA 1,5 DIENE; CYCLOOCTANE DERIVATIVE; GAMMA LACTONE DERIVATIVE; HETEROCYCLIC COMPOUND; NATURAL PRODUCT; RUTHENIUM; TETRAHYDRO 2,2' BIFURANYL 5,5' DIONE; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

EID: 4644265908     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200400219     Document Type: Article
Times cited : (19)

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    • note
    • The yield was increased to 76% in another experiment by using an 80:20 mixture of the enantiomers (1R,5S,6S)-(-)-(8) (94% ee) and (1R,5R,6R)-(+)-(9) (>98% ee), which lead to enantiomerically enriched (S,S)-methyl ester (+)-26. The enantiomers were obtained by enzyme-catalyzed hydrolysis [16] of fully acetylated rac-diols 2 and 3 (52%) followed by Jones oxidation of the free hydroxyl group.
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.