r37980778c78--a47f821bbaf0a2659b718d263097cce7

An efficient stereoselective synthesis of norcembrenolide B (8) and scabrolide D (9) is reported. The strategy is inspired by biogenetic relationships of related cembrenoids. Central to this approach is the construction of norbipinnatin J which upon selective C2 deoxygenation and C8 oxygenation produces norrubifolide and norcoralloidolide A. A sequence of site-selective oxidations and skeletal reorganizations then yields, in a divergent manner, compounds 8 and 9. The studies allow revision of the proposed structure of scabrolide D (9), which is identical to norcembrenolide C.

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PID https://www.doi.org/10.1021/ol202476j.s007
URL http://dx.doi.org/10.1021/ol202476j.s007
URL https://figshare.com/articles/Total_Synthesis_of_Norcembrenolide_B_and_Scabrolide_D/2589994
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Access Right Open Access
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Collected From figshare
Hosted By figshare
Publication Date 2016-02-22
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Language UNKNOWN
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keyword 9
system:type dataset
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Source https://science-innovation-policy.openaire.eu/search/dataset?datasetId=r37980778c78::a47f821bbaf0a2659b718d263097cce7
Author jsonws_user
Last Updated 12 January 2021, 20:12 (CET)
Created 12 January 2021, 20:12 (CET)