150267-49-5Relevant articles and documents
Synthesis and structural revision of cyslabdan
Ohtawa, Masaki,Hishinuma, Yusuke,Takagi, Eiji,Yamada, Takafumi,Ito, Fumihiro,Arima, Shiho,Uchida, Ryuji,Kim, Yong-Pil,Omura, Satoshi,Tomoda, Hiroshi,Nagamitsu, Tohru
, p. 1370 - 1377 (2016)
Cyslabdan was isolated from the culture broth of Streptomyces sp. K04-0144 as a new potentiator of imipenem activity against methicillin-resistant Staphylococcus aureus. We accomplished the synthesis of cyslabdan according to a previously reported structure. However, we subsequently found that this structure was incorrect; our analysis of natural cyslabdan showed that it possessed R stereochemistry at the C8 position, not S, as had previously been reported. Thus, we completed the protecting-group-free synthesis of the correct structure of cyslabdan, which is described herein.
Oxidative degradation of the sclareol side chain: hemisyntheses of ambergris derivatives using in the key steps palladium complexes or ruthenium tetroxide generated in situ
Zahra, Jean-Pierre,Chauvet, Frederic,Coste-Maniere, Ivan,Martres, Paul,Perfetti, Patricia,Waegell, Bernard
, p. 1001 - 1024 (2007/10/03)
We report the hemisyntheses of various ambergris-type derivatives: ambraoxide 4, Ambrox 8, 13-methylambraoxide 13, ambraketal 14, norambraketal 15, non-norambraketal 16 and dioxepane 53.Sclareol 12 is used as starting material because it is currently available from Salvia sclarea.The key steps involve an oxidative degradation of the sclareol 12 side chain, using either palladium complexes or ruthenium tetroxide generated in situ. - Keywords: sclareol; Ambrox; ambraoxide; 13-methylambraoxide; ambraketal; norambraketal; nor-norambraketal; farnesylic aldehyde; palladium complex; ruthenium tetroxide generated in situ; oxidative degradation