157196-74-2Relevant academic research and scientific papers
Enantioselective ring opening of tropinone. a new entry into tropane alkaloids
Majewski, Marek,Lazny, Ryszard,Ulaczyk, Agnieszka
, p. 754 - 761 (1997)
The lithium enolate of tropinone reacts with alkyl chloroformates to give 6-N-carboalkoxy-N-methyl-2-cycloheptenones (4). These compounds can be produced enantioselectively, in up to 95% ee, if chiral lithium amides (derived from optically pure amines 5-7
Synthesis of pyranotropanes via enantioselective deprotonation strategy
Majewski, Marek,Lazny, Ryszard
, p. 3653 - 3656 (2007/10/02)
Synthesis of tropane alkaloids darlingine, chalcostrobamine and isobellendine both in the racemic form and as unnatural enantiomers is described. Enantiomselective deprotonation of tropinone, which proceeded with ca 90% ee, was the key step in each of the syntheses. Enantioselectivity was increased in the presence of LiCl.
