1201917-35-2Relevant academic research and scientific papers
Enantioselective synthesis of Bakuchiol using diazosulfonate C-H insertion to install the quaternary center
Bequette, Joseph P.,Jungong, Christian S.,Novikov, Alexei V.
, p. 6963 - 6964 (2009)
Bakuchiol was prepared from commercial (-)-citronellol using the diazosulfonate C-H insertion to control the regioselectivity and install the quaternary center.
Asymmetric construction of all-carbon quaternary stereocenters by chiral-auxiliary-mediated claisen rearrangement and total synthesis of (+)-Bakuchiol
Takao, Ken-Ichi,Shu, Sakamoto,Touati, Marianne Ayaka,Kusakawa, Yusuke,Tadano, Kin-Ichi
, p. 13330 - 13344 (2013/02/23)
An asymmetric Claisen rearrangement using Oppolzer's camphorsultam was developed. Under thermal conditions, a geraniol-derived substrate underwent the rearrangement with good stereoselectivity. The absolute configuration of the newly formed all-carbon quaternary stereocenter was confirmed by the total synthesis of (+)-bakuchiol from the rearrangement product.
