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Intermolecular Amination of Allyl Alcohols with Sulfamates: Effective Utilization of Mercuric Catalyst
Author(s) -
Yamamoto Hirofumi,
Ho Elisabeth,
Sasaki Ikuo,
Mitsutake Mizuho,
Takagi Yuichi,
Imagawa Hiroshi,
Nishizawa Mugio
Publication year - 2011
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.201100054
Subject(s) - amination , chemistry , allylic rearrangement , nucleophile , catalysis , trifluoromethanesulfonate , organic chemistry , yield (engineering) , intermolecular force , medicinal chemistry , molecule , materials science , metallurgy
Herein, we describe the intermolecular amination of allyl alcohols with sulfamates, which have been underutilized as nitrogen nucleophiles for allylic amination. Methyl sulfamate is a good nucleophile in the presence of mercuric triflate and efficiently generates monoallylation products in excellent yield at room temperature. Furthermore, the solid‐supported mercuric catalyst silaphenyl mercuric triflate also showed remarkable catalytic activity for the allylic amination.