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Palladium‐Catalyzed Intramolecular Selenocarbamoylation of Allenes with Carbamoselenoates: A New Entry to α,β‐Unsaturated Lactams
Author(s) -
Toyofuku Masashi,
Murase Erika,
Nagai Hiroyuki,
Fujiwara Shinichi,
Shinike Tsutomu,
Kuniyasu Hitoshi,
Kambe Nobuaki
Publication year - 2009
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900319
Subject(s) - chemistry , intramolecular force , regioselectivity , cyclopentenone , palladium , selenide , catalysis , medicinal chemistry , carbonylation , sulfur , stereochemistry , organic chemistry , selenium , carbon monoxide
Pd(PPh 3 ) 4 ‐catalyzed intramolecular selenocarbamoylation of allenes led to the regioselective formation of α,β‐unsaturated five‐ and six‐membered lactams having an allyl selenide unit. This procedure could be applied to the synthesis of the corresponding sulfur analogue by thiocarbamoylation as well as a cyclopentenone. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)