Substrate-Controlled Asymmetric Total Synthesis and Structure Revision of (+)-Itomanallene A

Title
Substrate-Controlled Asymmetric Total Synthesis and Structure Revision of (+)-Itomanallene A
Authors
장원장김미정김형수김상희김득준신계정
Keywords
alkylation; natural products; structure elucidation; total synthesis; *2010개인평가에 반영완료
Issue Date
2010-01
Publisher
Angewandte Chemie international edition
Citation
VOL 49, NO 4, 752-756
Abstract
Species of the red algal genus Laurencia (Rhodomelaceae, Ceramiales) have been a prolific source of diverse halogenated secondary metabolites.[1] Since Kurata et al. reported the isolation of isolaurallene (1) from the red alga Laurencia nipponica in 1982,[2] new C15 acetogenins with the 2,10- dioxabicyclo[7.3.0]dodecene skeleton have been isolated. Examples include (+)-neolaurallene (2), which was isolated by Kurosawa and co-workers from the red alga Laurencia okamurai in 1984,[3] and (+)-itomanallene A, which was subsequently isolated by Suzuki et al. from the red alga Laurencia intricata collected at Itoman (Japan) in 2002.[4] The structure and absolute configuration of both isolaurallene (1) and neolaurallene (2) were firmly established on the basis of X-ray crystallographic studies.[2, 3]
URI
http://pubs.kist.re.kr/handle/201004/39206
ISSN
1433-7851
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