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Publication 158
- Palladium catalyzed cyclizations of enantiomerically pure acyclic 4-acetoxy-2,8-nonadienes: Efficient chirality transfer
Oppolzer, W.; Birkinshaw, T. N.; Bernardinelli, G.
Tetrahedron Lett. 1990, 31, 6995-6998
S-4-Acetoxy-6-aza-2,8-nonadienes 4 and 11 were subjected to Pd(0)-catalyzed cyclizations. The S,E-acetate gave 9 exclusively S,E-pyrrolidine 12, whereas the antipodal product R,E-12 was formed from the S,Z-precursor 11 (Scheme 3). X-ray-diffraction analysis of tartrate 13 served to assign the absolute configuration of 12.
DOI : 10.1016/S0040-4039(00)97225-3
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