89998-62-9Relevant academic research and scientific papers
Thermal -Sigmatropic Hydrogen Shifts: Stereochemistry, Kinetics, Isotope Effects, and ?-Facial Selectivity
Hoeger, Carl A.,Johnston, Allen D.,Okamura, William H.
, p. 4690 - 4698 (2007/10/02)
The antarafacial stereochemistry of the thermal -sigmatropic hydrogen shift has been demonstrated.The substrates studied include the epimeric cis-isotachysterol analogues 1 and 4 and their stereospecifically 15α-deuterium-labelled derivatives 7 and 1
Thermal Rearrangement of Vinylallenes: Synthesis of 3-Deoxy-1α-hydroxy-14-epiprevitamin D3
Jeganathan, S.,Johnston, Allen D.,Kuenzel, Elizabeth A.,Norman, Anthony W.,Okamura, Willian H.
, p. 2152 - 2158 (2007/10/02)
The lithium salt of the terminal allene 12a was reacted with keto enol ether 13 to give the vinylallenones 8a(6R) and 9a(6S).On reduction with sodium borohydride, 8a afforded vinylallenols 8b(1R,6R) and 8c(1S,6R); similarly 9a gave 9b(1R,6S) and 9c(1S,6S)
