Abstract
An enantioselective Michael addition of ketones to nitroolefins has been accomplished using a novel chiral amino-naphthalene-derived prolinamides catalyst
References
1.
Perlmutter A.
, Conjugative additions in organic synthesis , Pergamon Press , Oxford , 1992 .
2.
Sibi M.P.
, and
Manyem S.
, Tetrahedron , 2000 , 56 , 8033 .
3.
Krause N.
, and
Hoffmann-Röder A.
, Synthesis , 2001 , 171 .
4.
Jha S.C.
, and
Joshi N.N.
, Arkivoc , 2002 , vii , 167 .
5.
Ballini R.
,
Bosica G.
,
Fiorini D.
,
Palmieri A.
, and
Petrini M.
, Chem. Rev. , 2005 , 105 , 933 .
6.
Almasi D.
,
Alonso D.A.
, and
Nájera C.
, Tetrahedron: Asymmetry , 2007 , 18 , 299 .
7.
Tsogoeva S.B.
, Eur. J. Org. Chem. , 2007 , 11 , 1701 .
8.
Sulzer-Mosse S.
, and
Alexakis A.
, Chem. Commun. , 2007 , 3123 .
9.
Christoffers J.
, and
Baro A.
, Angew. Chem. Int. Ed. , 2003 , 42 , 1688 .
10.
List B.
,
Pojarlier P.
, and
Martin J.H.
, Org. Lett. , 2001 , 3 , 2423 .
11.
Betancort J.M.
, and
Barbas C.F.
III
, Org. Lett. , 2001 , 3 , 3737 .
12.
Wang W.
,
Wang J.
, and
Li H.
, Angew. Chem. Int. Ed. , 2005 , 44 , 1369 .
13.
Kokotos C.G.
, and
Kokotos G.
, Adv. Synth. Catal. , 2009 , 351 , 1355 .
14.
Mase N.
,
Watanabe K.
,
Yoda H.
,
Takabe K.
,
Tanaka F.
, and
Barbas C.F.
III
, J. Am. Chem. Soc. , 2006 , 128 , 4966 .
15.
Cao C.L.
,
Ye M. C.
,
Sun X.L.
, and
Tang Y.
, Org. Lett. , 2006 , 8 , 2901 .
16.
Huang H.B.
, and
Jacobsen E.N.
, J. Am. Chem. Soc. , 2006 , 128 , 7170 .
17.
Inokuma T.
,
Hoashi Y.
, and
Takemoto Y.
, J. Am. Chem. Soc. , 2006 , 128 , 9413 .
18.
Yu C.M.
,
Qiu J.
,
Zheng F.
, and
Zhong W.H.
, Tetrahedron Lett. , 2011 , 52 , 3298 .
19.
Ting Y.F.
,
Chang C.
,
Reddy R.J.
,
Magar D.R.
, and
Chen K.
, Chem. Eur. J. , 2010 , 16 , 7030 .
20.
Yu Z.P.
,
Liu X.H.
,
Zhou L.
,
Lin L.L.
, and
Feng X.M.
, Angew. Chem. Int. Ed. , 2009 , 48 , 5195 .
21.
Liu X.H.
,
Lin L.L.
, and
Feng X.M.
, Chem. Commun. , 2009 , 6145 .
22.
Almas D.
,
Alonso D.A.
, and
Nájera C.
, Eur. J. Org. Chem. , 2007 , 14 , 2328 .
23.
Corey E.J.
,
Shibata S.
, and
Bakshi R.K.
, J. Org. Chem. , 1988 , 53 , 2861 .
24.
Dong Y.M.
,
Li R.
,
Lu J.
,
Xu X.N.
,
Wang X.Y.
, and
Hu Y.F.
, J. Org. Chem. , 2005 , 70 , 8617 .
25.
Lu A.
,
Wu R.
,
Wang Y.
,
Zhou Z.
,
Wu G.
,
Fang J.
, and
Tang C.
, Eur. J. Org. Chem. , 2011 , 1 , 122 .
26.
Chen G.
,
Wang Z.
, and
Ding K.L.
, Chin. J. Chem. , 2006 , 27 , 163 .
27.
Blarer S.J.
,
Schweizer W.B.
, and
Seebach D.
, Helv. Chim. Acta , 1982 , 65 , 1637 .
28.
Wang S.W.
,
Chen J.
,
Chen G.H.
, and
Peng Y.G.
, Synlett , 2009 , 9 , 1457 .
29.
Cao Y.J.
,
Lu H.H.
,
Lai Y.Y.
,
Lu L.Q.
, and
Xiao W.J.
, Synthesis , 206 , 3795