951345-89-4Relevant academic research and scientific papers
The regio- and stereo-selective formation of allylic chlorides during the overman rearrangement of trichloroacetimidates derived from certain brominated conduritols
Matveenko, Maria,Willis, Anthony C.,Banwell, Martin G.
experimental part, p. 64 - 68 (2009/07/18)
Microwave irradiation of imidate 2 at 165C affords a ~3:1 mixture of the Overman rearrangement product 3 and the allylic chloride 4 (83% combined yield). Under the same conditions the deoxy-conduritol 6 gives a comparable mixture of compounds 7 and 8. The
A chemoenzymatic total synthesis of ent-narciclasine
Matveenko, Maria,Banwell, Martin G.,Willis, Anthony C.
, p. 4817 - 4826 (2008/09/21)
The synthesis of the title compound [(-)-1] has been achieved, for the first time, by reacting the aryl boronic acid ester 4 with the aminoconduritol derivative 6 under Suzuki-Miyaura cross-coupling conditions then subjecting the product phenanthridinone
Chemoenzymatic approaches to lycorine-type amaryllidaceae alkaloids: Total syntheses of enf-lycoricidine, 3-epi-ent-lycoricidine, and 4-deoxy-3-epi-ent- lycoricidine
Matveenko, Maria,Kokas, Okanya J.,Banwell, Martin G.,Willis, Anthony C.
, p. 3683 - 3685 (2008/02/13)
The readily available and enzymatically derived cis-1,2-dihydrocatechol 4 has been elaborated, over 11 steps including an Overman rearrangement, into the non-natural enantiomer, (-)-1, of the alkaloid lycoricidine [(+)-1]. Related chemistries have provided analogues 18, 19, and 26.
