Abstract
A one-pot, three-component reaction of an aldehyde, benzyl carbamate and allyltrimethylsilane in the presence of 3 mol% of magnesium bistrifluoromethanesulfonimide at room temperature has been shown to afford the corresponding protected homoallylic amine in high yield.
Keywords
References
1.
Yamamoto Y.
, and
Asao N.
, Chem. Rev. , 1993 , 93 , 2207 .
2.
Hunt J.C.A.
,
Laurent P.
, and
Moody C.J.
, Chem. Commun. , 2000 , 1771 .
3.
Song Q.-Y.
,
Yang B.-L.
, and
Tian S.-K.
, J. Org. Chem. , 2007 , 72 , 5407 .
4.
Bloch R.
, Chem. Rev. , 1998 , 98 , 1407 .
5.
Yamamoto Y.
, Acc. Chem. Rev. , 1987 , 20 , 243 .
6.
Nakamura H.
,
Nakamura K.
, and
Yamamoto Y.
, J. Am. Chem. Soc. , 1998 , 120 , 4242 .
7.
Kobayashi S.
, and
Nagayama S.
, J. Am. Chem. Soc. , 1997 , 119 , 10049 .
8.
Veenstra S.J.
, and
Schmid P.
, Tetrahedron Lett. , 1997 , 38 , 997 .
9.
Smitha G.
,
Miriyala B.
, and
Williamson J.S.
, Synlett , 2005 , 839 .
10.
Pasunooti K.K.
,
Leow M.L.
,
Vedachalam S.
,
Gorityala B.K.
, and
Liu X.-W.
, Tetrahedron Lett. , 2009 , 50 , 2979 .
11.
Ollevier T.
, and
Ba T.
, Tetrahedron Lett. , 2003 , 44 , 9003 .
12.
Kalita H.R.
, and
Phukan P.
, Synth. Commun. , 2005 , 35 , 475 .
13.
Phukan P.
, J. Org. Chem. , 2004 , 69 , 4005 .
14.
Chakraborti A.K.
, and
Shivani
, J. Org. Chem. , 2006 , 71 , 5785 .
15.
Sweis R.F.
,
Schramm M.P.
, and
Kozmin S.A.
, J. Am. Chem. Soc. , 2004 , 126 , 7442 .
16.
Earle M.J.
,
Hakala U.
,
McAuley B.J.
,
Nieuwenhuyzen M.
,
Ramani A.
, and
Seddon K.R.
, Chem. Commun. , 2004 , 1368 .
17.
Grau F.
,
Heumann A.
, and
Dunach E.
, Angew. Chem. Int. Ed. , 2006 , 45 , 7285 .
18.
Lalli C.
,
Trabocchi A.
,
Menchi G.
, and
Guarna A.
, Synlett , 2008 , 189 .
19.
Wang H.-S.
, and
Zhao L.-F.
, Chin. J. Org. Chem. , 2005 , 25 , 869 .
20.
Wang H.-S.
, and
Zeng J.-E.
, Synth. Commun. , 2010 , 40 , 378 .
21.
Das B.
,
Damodar K.
,
Saritha D.
,
Chowdhury N.
, and
Krishnaiah M.
, Tetrahedron Lett. , 2007 , 48 , 7930 .
