7-Step total synthesis of (+)-EBC-329: Photoisomerisation reveals new seco-casbane family member

7-Step total synthesis of (+)-EBC-329: Photoisomerisation reveals new seco-casbane family member
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DOI:
10.1039/c7ob01400g
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发表时间:
2017-09-14
影响因子:
3.2
通讯作者:
Williams, Craig M.
Williams, Craig M.
中科院分区:
化学3区
文献类型:
--
作者:
Berg, Timothy J. Vanden;Pinkerton, David M.;Williams, Craig M.

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从澳大利亚热带雨林中分离得到第一个次卡斯班,EBC-329,以(+)-2-卡马烯为原料,经七步反应合成。这项工作不仅确定了(8R,9S)-EBC-329的绝对立体化学归属,而且通过光异构化鉴定了一个新的Seco-Casbane家族成员。
The first seco-casbane, EBC-329, isolated from the Australian rainforest, was synthesised from (+)-2-carene in seven steps. This endeavour not only established the absolute stereochemical assignment as (8R, 9S)-EBC-329, but also identified, via photo-isomerisation, a new seco-casbane family member.