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5‐Mono‐ and 5,5‐disubstituted tricyclic bispidines, derivatives of the known (+)‐sparteine surrogate, have been synthesized in four‐to‐six steps from the natural alkaloid (–)‐cytisine and evaluated as chiral ligands in the enantioselective lithiation/stannylation of an O‐alkyl carbamate. Structure–selectivity studies revealed that a small 5‐endo substituent is tolerated, whereas larger 5‐endo substituents...
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