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Directed Pd(0)-catalyzed hydrostannations of internal alkynes

✍ Scribed by James A Marshall; Matthew P Bourbeau

Book ID: 104252753
Publisher: Elsevier Science
Year: 2003
Tongue: French
Weight: 118 KB
Volume: 44
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(02)02660-6

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✦ Synopsis

Hydrostannations of primary propargylic alcohols with Bu 3 SnH catalyzed by Pd(PPh 3 ) 2 yield (E) allylic alcohols in which the Bu 3 Sn group is affixed to the carbon proximal to the CH 2 OH substituent, suggestive of an OH directing effect. Hydrostannations of the related propargylic acetates show no such effect.

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