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Formation of Azatitanacyclopentanes from Ene-Imines and a Ti(O-iPr)4/2iPrMgX Reagent and Their Synthetic Reactions.

✍ Scribed by Wataru Uchikawa; Chikashi Matsuno; Sentaro Okamoto

Publisher: John Wiley and Sons
Year: 2005
Weight: 26 KB
Volume: 36
Category: Article
ISSN: 0931-7597
DOI: 10.1002/chin.200511074

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✦ Synopsis

Reactions of organo-metal compounds O 0350 Formation of Azatitanacyclopentanes from Ene-Imines and a Ti(O-iPr) 4 / 2iPrMgX Reagent and Their Synthetic Reactions. -A divalent titanium reagent, generated in situ, efficiently cyclizes ene-imines to intermediate azatitanacycles with moderate to good diastereoselectivity. Quenching with electrophiles other than H + offers an access to functionalized derivatives. Interestingly, quenching with formaldehyde produces 2,3-annulated pyrrolidines (VIII). -(UCHIKAWA, W.; MATSUNO,

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