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A Highly syn ‐Selective Allylation of Aldehydes in Water
Author(s) -
Shibata Ikuya,
Yoshimura Naritoshi,
Yabu Masahiro,
Baba Akio
Publication year - 2001
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 - 10.1002/1099-0690(200109)2001:17<3207::aid-ejoc3207>3.0.co;2-z
Subject(s) - chemistry , reagent , allylic rearrangement , tin , selectivity , catalysis , aldehyde , organic chemistry , combinatorial chemistry , medicinal chemistry
n Bu 4 NBr/PbI 2 acts as an effective catalyst for the allylation of aldehydes 2 with the allylic tin reagents 1 in water. A high syn ‐selectivity of 3 was achieved in water without any aprotic solvents in the reaction of the aromatic aldehydes 2 with the crotyltri‐ n ‐butyltin reagents 1b, 1c irrespective of their E / Z geometry.