172757-23-2Relevant articles and documents
The first chiral version of Jackson N-benzyl-N-tosylaminoacetal cyclization. A new enantioselective total synthesis of 1-S-(-)-salsolidine
Ponzo, Viviana L.,Kaufman, Teodoro S.
, p. 9105 - 9108 (2007/10/02)
The first chiral version of Jackson N-benzyl-N-tosylaminoacetal cyclization, enabling a new and efficient enantioselective total synthesis of 1-S-(-)-salsolidine, is reported. Chirality was introduced by oxazaborolidine-catalyzed reduction of an aralkyl ketone, coupled with a Mitsunobu-type amination of the resulting benzylic alcohol, resulting in complete configurational inversion of the latter.