Tetrahedron Letters p. 9105 - 9108 (1995)
Update date:2022-08-04
Topics:
Ponzo, Viviana L.
Kaufman, Teodoro S.
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.
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Doi:10.1007/BF00811012
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(1995)
