73524-10-4Relevant academic research and scientific papers
Migrated Lupane Derivatives. Boron Trifluoride Etherate-catalyzed Backbone Rearrangement of 3α,4α- and 3β,4β-Epoxy-D:A-friedo-18β,19αH-lupanes and Solvent Effects
Yokoyama, Yasushi,Moriyama, Yoshihiko,Tsuyuki, Takahiko,Takahashi, Takeyoshi
, p. 234 - 239 (2007/10/02)
Backbone rearrangements of 3α,4α- and 3β,4β-epoxy-D:A-friedo-18β,19αH-lupanes catalyzed by boron trifluoride etherate gave 18β,19αH-lup-12-en-3-ols, lup-18-en-3-ols, and lup-19-en-3-ols besides known D:B-friedo-18β,19αH-lup-5-en-3-ols and -5(10)-en-3-ols.D:B-Friedo-18β,19αH-lup-1(10)-en-3α-ol and 3β,10β-epoxy-D:B-friedo-18β,19αH-lupane were also obtained from α- and β-epoxides, respectively.Solvent effects on these reactions were examined.
BORON TRIFLUORIDE ETHERATE-CATALYZED BACKBONE REARRANGEMENT OF 3α,4α- AND 3β,4β-EPOXY-D:A-FRIEDO-18β,19αH-LUPANES
Yokoyama, Yasushi,Moriyama, Yoshihiko,Tsuyuki, Takahiko,Takahashi, Takeyoshi
, p. 67 - 70 (2007/10/02)
Treatment of 3α,4α- and 3β,4β-epoxy-D:A-friedo-18β,19αH-lupanes with boron trifuoride etherate gave migrated lupane derivatives, D:B-friedo-18β,19αH-lup-5- and -5(10)-en-3-ols, 18β,19αH-lup-12-en-3-ols, lup-18-en-3-ols, and lup-19-en-3-ols.D:B-Friedo-18β,19αH-lup-1(10)-en-3α-ol and 3β,10β-epoxy-D:B-friedo-18β,19αH-lupane were also obtained from α- and β-epoxydes, respectively.The reaction product ratios in the same reaction in various solvents are listed in Tables.
