Anions of 1-halo-4-hexenyl phosphonamides derived from chiral, enantiopure C-2 symmetrical 1,2-amino cyclohexane react at the gamma-position in conjugate addition reactions with alpha,beta-unsaturated carbonyl compounds such as cyclopentenone, 4-(H)-furanone, pyrroline-2-one, and cinnamates to give functionalized adducts. Addition to imines is also possible. The adducts can be transformed into enantiopure or enriched carbocyclic and heterocyclic compounds bearing useable functionality. (C) 2000 Wiley-Liss, Inc.
机构:
PSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, France
SEQENS, 2-8 Rue Rouen, F-78440 Porcheville, FrancePSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, France
Bacheley, Lucas
Betancourt, Ricardo Molina
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PSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, FrancePSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, France
Betancourt, Ricardo Molina
Ravindra, Rathies
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PSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, FrancePSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, France
Ravindra, Rathies
Guillamot, Gerard
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SEQENS, 2-8 Rue Rouen, F-78440 Porcheville, FrancePSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, France
Guillamot, Gerard
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Phansavath, Phannarath
Ratovelomanana-Vidal, Virginie
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PSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, FrancePSL Univ, Inst Chem Life & Hlth Sci, Team CSB2D, CNRS UMR 8060,Chim ParisTech, F-75005 Paris, France
机构:
Nesmeyanov Institute of Organoelemental Compounds, USSR Academy of Sciences, Moscow, Russia
Azizbekov Azerbaijan Institute of Petroleum and Chemistry, Baku, AzerbaijanNesmeyanov Institute of Organoelemental Compounds, USSR Academy of Sciences, Moscow, Russia
Karaev, S.F.
Garaeva, S.H.V.
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Nesmeyanov Institute of Organoelemental Compounds, USSR Academy of Sciences, Moscow, Russia
Azizbekov Azerbaijan Institute of Petroleum and Chemistry, Baku, AzerbaijanNesmeyanov Institute of Organoelemental Compounds, USSR Academy of Sciences, Moscow, Russia
Garaeva, S.H.V.
SIadkov, A.M.
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Nesmeyanov Institute of Organoelemental Compounds, USSR Academy of Sciences, Moscow, Russia
Azizbekov Azerbaijan Institute of Petroleum and Chemistry, Baku, AzerbaijanNesmeyanov Institute of Organoelemental Compounds, USSR Academy of Sciences, Moscow, Russia
机构:
State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
Yu-Ning Gao
Min Shi
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State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of SciencesState Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
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Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
Gao, Yu-Ning
Shi, Min
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Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R ChinaChinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China