Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of cis-2,4-diarylpyrrolidines

• Susan Kelleher,
• Pierre-Yves Quesne and
• Paul Evans

Beilstein J. Org. Chem. 2009, 5, No. 69, doi:10.3762/bjoc.5.69

• -disubstituted pyrrolidine. In this sequence, the sulfonyl moiety not only serves as an amino protecting group but also facilitates the diastereoselective intramolecular carbon–carbon bond formation. In this present study we demonstrate that this general concept may be extended enabling the diastereoselective

A convenient allylsilane- N-acyliminium route toward indolizidine and quinolizidine alkaloids

• Roland Remuson

Beilstein J. Org. Chem. 2007, 3, No. 32, doi:10.1186/1860-5397-3-32

• ] The allylsilyl functional group is a weak carbon nucleophile for trapping N-acyliminium ions, thus providing a useful method for intramolecular carbon-carbon bond formation. [28][29] We have applied this methodology towards the synthesis of indolizidine alkaloids. (vide supra) We describe here a new