287471-96-9Relevant academic research and scientific papers
Synthesis of aryl spiroketals related to the papulacandins via allylation of phthalides
Brimble, Margaret A.,Caprio, Vittorio E.,Johnston, Andrew D.,Sidford, Matthew H.
, p. 3955 - 3958 (2000)
The synthesis of a range of aryl spiroacetals related to the papulacandins is reported. Key steps involve treatment of a phthalide acetate with an allylstannane followed by a hydroboration/oxidative cyclization sequence. (C) 2000 Elsevier Science Ltd.
Synthesis of arylspiroketals related to the papulacandins via generation of phthalide oxycarbenium ions
Brimble, Margaret A.,Caprio, Vittorio,Johnston, Andrew D.,Sidford, Matthew
, p. 855 - 862 (2007/10/03)
The nucleophilic addition of allylstannanes to oxycarbenium ions generated from phthalide acetate has been studied. The optimum conditions involve the use of trimethylsilyl trifluoromethanesulfonate in dichloromethane at -78 °C. Hydroboration of the allylated products followed by oxidative cyclization provides an efficient synthesis of arylspiroketals which are closely related to the papulacandins.
