20246-03-1Relevant articles and documents
Total Synthesis of (-)-Mucosin and Revision of Structure
Nols?e, Jens M. J.,Antonsen, Simen,G?rbitz, Carl H.,Hansen, Trond V.,Nesman, Jannicke I.,R?hr, ?smund K.,Stenstr?m, Yngve H.
supporting information, p. 15066 - 15076 (2018/11/23)
The first total synthesis of (-)-mucosin (6), an unusual marine hydrindane natural product incorporating a prostaglandin-like submotif, has been achieved. As a result of the campaign, three of the four all-carbon stereocenters in the purported structure 1 have been revised. Of particular note is the excellent control over β-chirality in conjugate addition to ester (-)-22 and the facial selectivity in the subsequent protonation of an intermediate silyl ketene acetal.
Enzymes in Organic Synthesis. 46. Regiospecific and Stereoselective Horse Liver Alcohol Dehydrogenase Catalyzed Reductions of cis- and trans-Bicyclononanones
Krawczyk, Andrzej R.,Jones, J. Bryan
, p. 1795 - 1801 (2007/10/02)
Further evidence for the preference of horse liver alcohol dehydrogenase for six-membered rather than five-membered ring ketone substrates is presented.This chemospecificity can be exploited preparatively, as illustrated by the HLADH-catalyzed reductions
