Contribution to the development of new substitution patterns of optically active .beta.-lactams: synthesis of homochiral 4-(1-aminoalkyl)azetidin-2-ones from N-(tert-butyloxycarbonyl) .alpha.-amino aldehyde-derived imines via asymmetric Staudinger reaction

Claudio Palomo; Fernando P. Cossio; Carmen Cuevas; Begona Lecea; Antonia Mielgo; Pascual Roman; Antonio Luque; Martin Martinez-Ripoll

doi:10.1021/ja00050a016

Contribution to the development of new substitution patterns of optically active .beta.-lactams: synthesis of homochiral 4-(1-aminoalkyl)azetidin-2-ones from N-(tert-butyloxycarbonyl) .alpha.-amino aldehyde-derived imines via asymmetric Staudinger reaction

Journal of the American Chemical Society ◽

10.1021/ja00050a016 ◽

1992 ◽

Vol 114 (24) ◽

pp. 9360-9369 ◽

Cited By ~ 59

Author(s):

Claudio Palomo ◽

Fernando P. Cossio ◽

Carmen Cuevas ◽

Begona Lecea ◽

Antonia Mielgo ◽

...

Keyword(s):

Optically Active ◽

Staudinger Reaction ◽

Beta Lactams ◽

Amino Aldehyde

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Stereocontrolled synthesis of N-vinyl-, N-(1'-propenyl)-, and N-unsubstituted-.beta.-lactams from 2-aza-1,3-butadienes via the Staudinger reaction

The Journal of Organic Chemistry ◽

10.1021/jo00073a042 ◽

1993 ◽

Vol 58 (21) ◽

pp. 5771-5778 ◽

Cited By ~ 35

Author(s):

Gunda I. Georg ◽

Ping He ◽

Joydeep Kant ◽

Zhin Jun Wu

Keyword(s):

Staudinger Reaction ◽

Beta Lactams ◽

Stereocontrolled Synthesis

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2,3-Diaza-1,3-dienes (Azines) as Substrates for the Staudinger Reaction. Synthesis and Reactivity of N-Imino-.beta.-lactams

The Journal of Organic Chemistry ◽

10.1021/jo00105a014 ◽

1994 ◽

Vol 59 (26) ◽

pp. 8003-8010 ◽

Cited By ~ 13

Author(s):

Benito Alcaide ◽

Miguel Miranda ◽

Javier Perez-Castells ◽

Concepcion Polanco ◽

Miguel A. Sierra

Keyword(s):

Reaction Synthesis ◽

Staudinger Reaction ◽

Beta Lactams

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Optically active silylphosphonites in the staudinger reaction

Bulletin of the Academy of Sciences of the USSR Division of Chemical Science ◽

10.1007/bf00956194 ◽

1983 ◽

Vol 32 (5) ◽

pp. 1103-1103 ◽

Cited By ~ 2

Author(s):

M. N. Dimukhametov ◽

I. A. Nuretdinov

Keyword(s):

Optically Active ◽

Staudinger Reaction

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Studies on lactams. Part 65. Synthesis of optically active .beta.-lactams from serinylphenylserine. A convenient route to nocardicins and monobactams

The Journal of Organic Chemistry ◽

10.1021/jo00155a056 ◽

1983 ◽

Vol 48 (7) ◽

pp. 1142-1144 ◽

Cited By ~ 15

Author(s):

D. P. Sahu ◽

P. Mashawa ◽

Maghar S. Manhas ◽

Ajay K. Bose

Keyword(s):

Optically Active ◽

Beta Lactams ◽

Convenient Route

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Stereoselective Reactions. XX. Synthetic Studies on Optically Active .BETA.-Lactams. III. Stereocontrolled Synthesis of Chiral Intermediate to (+)-Thienamycin from D-Glucose.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.39.2201 ◽

1991 ◽

Vol 39 (9) ◽

pp. 2201-2206 ◽

Cited By ~ 8

Author(s):

Nobuo IKOTA ◽

Osamu YOSHINO ◽

Kenji KOGA

Keyword(s):

Optically Active ◽

Beta Lactams ◽

Stereocontrolled Synthesis ◽

Stereoselective Reactions ◽

Synthetic Studies

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Synthetic studies on optically active .BETA.-lactams. II. Asymmetric synthesis of .BETA.-lactams by (2+2)cyclocondensation using heterocyclic compounds derived from L-(+)-tartaric acid, (S)- or (R)-glutamic acid, and (S)-serine as chiral auxiliaries.

Chemical and Pharmaceutical Bulletin ◽

10.1248/cpb.38.1601 ◽

1990 ◽

Vol 38 (6) ◽

pp. 1601-1608 ◽

Cited By ~ 17

Author(s):

Nobuo IKOTA

Keyword(s):

Glutamic Acid ◽

Asymmetric Synthesis ◽

Tartaric Acid ◽

Heterocyclic Compounds ◽

Optically Active ◽

Chiral Auxiliaries ◽

Beta Lactams ◽

Synthetic Studies

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ChemInform Abstract: OPTICALLY ACTIVE SILYL PHOSPHONITES IN A STAUDINGER REACTION

Chemischer Informationsdienst ◽

10.1002/chin.198401278 ◽

1984 ◽

Vol 15 (1) ◽

Author(s):

M. N. DIMUKHAMETOV ◽

I. A. NURETDINOV

Keyword(s):

Optically Active ◽

Staudinger Reaction

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Synthesis of optically active .beta.-lactams by the photolytic reaction of imines with optically active chromium carbene complexes

Journal of the American Chemical Society ◽

10.1021/ja00159a034 ◽

1990 ◽

Vol 112 (3) ◽

pp. 1109-1117 ◽

Cited By ~ 79

Author(s):

Louis S. Hegedus ◽

Rene Imwinkelried ◽

Marie Alarid-Sargent ◽

Dalimil Dvorak ◽

Yoshitaka Satoh

Keyword(s):

Optically Active ◽

Beta Lactams ◽

Carbene Complexes ◽

Photolytic Reaction ◽

Chromium Carbene

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ChemInform Abstract: Contribution to the Development of New Substitution Patterns of Optically Active β-Lactams: Synthesis of Homochiral 4-(1- Aminoalkyl)azetidin-2-ones from N-(tert-Butyloxycarbonyl) α- Amino Aldehyde-Derived Imines via Asymmetric Staudi

ChemInform ◽

10.1002/chin.199314290 ◽

2010 ◽

Vol 24 (14) ◽

pp. no-no

Author(s):

C. PALOMO ◽

F. P. COSSIO ◽

C. CUEVAS ◽

B. LECEA ◽

A. MIELGO ◽

...

Keyword(s):

Optically Active ◽

Amino Aldehyde

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Synthesis of optically active .beta.-lactams by the photolytic reaction of imines with optically active chromium carbene complexes. 2. Synthesis of 1-carbacephalothin and 3-ANA relays

The Journal of Organic Chemistry ◽

10.1021/jo00046a030 ◽

1992 ◽

Vol 57 (20) ◽

pp. 5453-5462 ◽

Cited By ~ 39

Author(s):

Y. Narukawa ◽

K. N. Juneau ◽

D. Snustad ◽

D. B. Miller ◽

L. S. Hegedus

Keyword(s):

Optically Active ◽

Beta Lactams ◽

Carbene Complexes ◽

Photolytic Reaction ◽

Chromium Carbene

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