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Synthesis of enantiopure pyrrolidine and piperidine derivatives via ring closing metathesis

✍ Scribed by Ramaiah Kumareswaran; Thiagarajan Balasubramanian; Alfred Hassner

Publisher: Elsevier Science
Year: 2000
Tongue: French
Weight: 102 KB
Volume: 41
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)01423-4

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✦ Synopsis

The additions of lithiated allylsulfone carbanion to chiral N-sulfinylimines were found to proceed with good to excellent selectivity. The resulting intermediates 4a-d after transformation to dienylamides 7a-d and 16a-d, were converted to functionalized enantiopure piperidines and pyrrolines, respectively, via ring closing metathesis (RCM).

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