247078-63-3Relevant academic research and scientific papers
Synthesis of phenyl 2-acryloyloxybornane-10-sulfonate diastereomers
Duggan, Andrew R.,Kaye, Perry T.,Caira, Mino R.
, p. 744 - 747 (2007/10/03)
Several routes to phenyl 2-exo- and 2-endo-acryloyloxybornane-10-sulfonate have been investigated. Preparation of the former product is complicated by concomitant formation of 10-isobornylsultone, while addition of HCl is observed when the alcohol precursors are treated with acryloyl chloride in the presence of Al2O3. An X-ray crystal structure has been determined for one of the chlorinated derivatives.
Stereocontrolled synthesis of novel enantiomerically pure sulfides and selenides from (+)-camphor and (+)-camphor-10-sulfonyl chloride
Procter, David J.,Archer, Nicolas J.,Needham, Robert A.,Bell, David,Marchington, Allan P.,Rayner, Christopher M.
, p. 9611 - 9622 (2007/10/03)
Synthetic approaches to novel enantiomerically pure sulfides and selenides derived from (+)-camphor and (+)-camphor-10-sulfonate esters are described. Lewis acid mediated hemiacetal formation between a camphor- derived ketone and a thiol or selenol, and subsequent in situ reduction using triethylsilane selectively gives the exo-sulfide or -selenide in moderate overall yields. The initial sulfonate ester products can be converted into the corresponding sulfones by subsequent treatment with Grignard or organolithium reagents.
