303044-39-5Relevant academic research and scientific papers
Stereoselective total synthesis of ophiocerin C through two different approaches
Srilatha, Malampati,Das, Biswanath
, p. 1577 - 1582 (2015/01/09)
Stereoselective total synthesis of ophiocerin C has been accomplished through two different approaches starting separately from acetaldehyde and from (R)-propylene oxide, and Sharpless asymmetric dihydroxylation has been employed as the key step in both a
First total syntheses of (3 R,5 R)-sonnerlactone and (3 r,5 s)-sonnerlactone
Thirupathi, Barla,Gundapaneni, Raghava R.,Mohapatra, Debendra K.
, p. 2667 - 2670 (2011/12/04)
First total syntheses of the macrocyclic natural products (3R,5R)-sonnerlactone and (3R,5S)-sonnerlactone, two new metabolites isolated from the endophytic fungus strain Zh6-B1, have been accomplished in eleven steps with 22% overall yield starting from enantiomerically pure (R)-propylene oxide prepared by hydrolytic kinetic resolution. Other key steps are Sharpless epoxidation, reductive elimination of iodo epoxide, and ring-closing-metathesis reaction for the construction of the macrolactone. Georg Thieme Verlag Stuttgart · New York.
Concise asymmetric syntheses of radicicol and monocillin I
Garbaccio,Stachel,Baeschlin,Danishefsky
, p. 10903 - 10908 (2007/10/03)
Radicicol (1) exhibits potent anticancer properties in vitro, which are likely to be mediated through its high affinity (20 nM) for the molecular chaperone Hsp90. Recently, we reported the results of a synthetic program targeting radicicol (1) and monocil
Efficient asymmetric synthesis of radicicol dimethyl ether: a novel application of ring-forming olefin metathesis.
Garbaccio,Danishefsky
, p. 3127 - 3129 (2007/10/03)
A concise, stereospecific synthesis of radicicol dimethyl ether is presented. The strategy relies on a convergent three-stage assembly of the 14-membered lactone which has, as a key transformation, a novel ring-forming metathesis reaction utilizing a viny
