131064-07-8Relevant academic research and scientific papers
Dearomatizing cyclization of arylsulfonylalkoxymethyl lithiums: A route to the podophyllotoxin skeleton
Clayden, Jonathan,Kenworthy, Martin N.,Helliwell, Madeleine
, p. 831 - 834 (2007/10/03)
(Matrix presented) The phenylsulfonyl group promotes the dearomatizing cyclization of tethered organolithiums onto aromatic rings. With an ether tether, the cyclizations create a new tetrahydrofuran ring, and both cyclization and subsequent electrophilic
A Highly Stereoselective Synthesis of Podophyllotoxin and Analogues Based on an Intramolecular Diels-Alder Reaction
Macdonald, D.I.,Durst, T.
, p. 3663 - 3669 (2007/10/02)
A synthesis of podophyllotoxin and several analogues is described.The key step that generates all four chiral centers of podophylotoxin involves an intramolecular Diels-Alder reaction between an appropriately substituted o-quinodimethane and a pendant cro
