137623-93-9Relevant academic research and scientific papers
Stereoselective Synthesis of Conjugated Polyenes Based on Tethered Olefin Metathesis and Carbonyl Olefination: Application to the Total Synthesis of (+)-Bretonin B
Lood, Kajsa,Schmidt, Bernd
, p. 5122 - 5130 (2020/05/01)
The combination of a highly stereoselective tethered olefin metathesis reaction and a Julia-Kocienski olefination is presented as a strategy for the synthesis of conjugated polyenes with at least one Z-configured Ca?C bond. The strategy is exemplified by the synthesis of the marine natural product (+)-bretonin B.
Total synthesis of (+)-bretonin B: Access to the (E,Z,E)-triene core by a late-stage Peterson elimination of a convergently assembled silyl ether
Neubauer, Thomas,Kammerer-Pentier, Claire,Bach, Thorsten
, p. 11629 - 11631,3 (2012/12/12)
The title compound was synthesised in a concise route (nine linear steps, 31% overall yield) employing an α-silyl epoxide ring opening, a Julia-Kocienski olefination and a late-stage Peterson elimination as key steps.
Total synthesis of (+)-bretonin B: Access to the (E,Z,E)-triene core by a late-stage Peterson elimination of a convergently assembled silyl ether
Neubauer, Thomas,Kammerer-Pentier, Claire,Bach, Thorsten
, p. 11629 - 11631 (2013/01/15)
The title compound was synthesised in a concise route (nine linear steps, 31% overall yield) employing an α-silyl epoxide ring opening, a Julia-Kocienski olefination and a late-stage Peterson elimination as key steps.
