Download PDF
Synfacts 2011(3): 0248-0248  
DOI: 10.1055/s-0030-1259405
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart ˙ New York

Synthesis of Rotigotine and (S)-8-OH-DPAT

Contributor(s): Philip Kocienski
R. Webster, A. Boyer, M. J. Fleming, M. Lautens*
University of Toronto, Canada and Solvias AG, Basel, Switzerland
Further Information

Publication History

Publication Date:
16 February 2011 (online)

    Permissions and Reprints

Significance

A new synthesis of enantiopure 2-aminotetralins entails a rhodium(I)-catalyzed ­regiodivergent resolution (asymmetric ring opening) of the unsymmetrical racemic oxabenzonorbornadiene A. The scope of the reaction was demonstrated by the use of six different nitrogen nucleophiles, MeOH, i-PrOH, and indole.