Synthetic studies directed toward the naturally occurring acyl tetramic acids. 1. Convergent total synthesis of (.+-.)-tirandamycin A

Robert K. Boeckman; John E. Starrett; David G. Nickell; P. E. Sum

doi:10.1021/ja00278a031

Synthetic studies directed toward the naturally occurring acyl tetramic acids. 1. Convergent total synthesis of (.+-.)-tirandamycin A

Journal of the American Chemical Society ◽

10.1021/ja00278a031 ◽

1986 ◽

Vol 108 (18) ◽

pp. 5549-5559 ◽

Cited By ~ 54

Author(s):

Robert K. Boeckman ◽

John E. Starrett ◽

David G. Nickell ◽

P. E. Sum

Keyword(s):

Total Synthesis ◽

Naturally Occurring ◽

Tetramic Acids ◽

Synthetic Studies

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ChemInform Abstract: Synthetic Studies Directed Toward the Naturally Occurring Acyl Tetramic Acids. Part 1. Convergent Total Synthesis of (.+-.)-Tirandamycin A

ChemInform ◽

10.1002/chin.198702342 ◽

1987 ◽

Vol 18 (2) ◽

Author(s):

R. K. JUN. BOECKMAN ◽

J. E. JUN. STARRETT ◽

D. G. NICKELL ◽

P.-E. SUM

Keyword(s):

Total Synthesis ◽

Naturally Occurring ◽

Tetramic Acids ◽

Synthetic Studies

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Synthetic studies directed toward naturally occurring cyclooctanoids. 1. A total synthesis of (.+-.)-ceroplastol I.

Journal of the American Chemical Society ◽

10.1021/ja00189a070 ◽

1989 ◽

Vol 111 (7) ◽

pp. 2737-2739 ◽

Cited By ~ 39

Author(s):

Robert K. Boeckman ◽

Argyrios Arvanitis ◽

Matthew E. Voss

Keyword(s):

Total Synthesis ◽

Naturally Occurring ◽

Synthetic Studies

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Synthetic studies en route to the first total synthesis of a naturally occurring quinone from Acorus gramineus, iso-merrilliaquinone, iso-magnoshinin and 2-epi-3,4-dihydro magnoshinin

RSC Advances ◽

10.1039/c7ra05148d ◽

2017 ◽

Vol 7 (58) ◽

pp. 36844-36851 ◽

Cited By ~ 2

Author(s):

Dileep Kumar ◽

Oindreela Das ◽

Manvendra Singh Kaurav ◽

Tabrez Khan

Keyword(s):

Total Synthesis ◽

Diels Alder ◽

Naturally Occurring ◽

Acorus Gramineus ◽

Synthetic Studies

An elegant Diels–Alder based approach has been demonstrated for the first racemic total synthesis of gramineusquinone B, iso-merrilliaquinone, iso-magnoshinin and 2-epi-3,4-dihydro magnoshinin.

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ChemInform Abstract: Synthetic Studies Directed Toward Naturally Occurring Tetramic Acids. Part 3. Synthesis of (-)-Methyl Ydiginate (I) and the Tetramic Acid Subunit (II) for Streptolydigin.

ChemInform ◽

10.1002/chin.198735356 ◽

1987 ◽

Vol 18 (35) ◽

Author(s):

R. K. JUN. BOECKMAN ◽

J. C. POTENZA ◽

E. J. ENHOLM

Keyword(s):

Tetramic Acid ◽

Naturally Occurring ◽

Tetramic Acids ◽

Synthetic Studies

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ChemInform Abstract: Synthetic Studies Directed Toward Naturally Occurring Cyclooctanoids. Part 1. Total Synthesis of (.+-.)-Ceroplastol I.

ChemInform ◽

10.1002/chin.198928293 ◽

1989 ◽

Vol 20 (28) ◽

Author(s):

R. K. JUN. BOECKMAN ◽

A. ARVANITIS ◽

M. E. VOSS

Keyword(s):

Total Synthesis ◽

Naturally Occurring ◽

Synthetic Studies

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Isolation, Synthesis, and Biological Activity of Quindoline, a Valuable Indoloquinoline Natural Product and Useful Key Intermediate

Synthesis ◽

10.1055/s-0036-1591947 ◽

2018 ◽

Vol 50 (07) ◽

pp. 1417-1429 ◽

Cited By ~ 6

Author(s):

Teodoro Kaufman ◽

María Méndez ◽

Andrea Bracca

Keyword(s):

Biological Activity ◽

Total Synthesis ◽

Natural Product ◽

Natural Source ◽

Total Syntheses ◽

Naturally Occurring ◽

The World ◽

Biological Tests ◽

Synthetic Studies

Quindoline is one of the simplest naturally occurring monomeric indoloquinoline alkaloids. Chemists exhibited interest in this compound before it was isolated from a natural source. The different approaches toward the total synthesis of the natural product and its performance in various biological tests are discussed. Aspects related to the isolation of quindoline from different ethnomedicinally relevant plants around the world are also reviewed.1 Introduction2 Isolation and Biogenetic Considerations3 Total Syntheses of Quindoline3.1 Early Synthetic Studies3.2 Syntheses from Benzenoids3.3 Syntheses from Indoles3.4 Syntheses from Quinolines4 Biological Activity Studies5 Conclusions

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Synthetic studies directed toward naturally occurring tetramic acids. 3. Synthesis of (-)-methyl ydiginate and the tetramic acid subunit for streptolydigin

The Journal of Organic Chemistry ◽

10.1021/jo00379a036 ◽

1987 ◽

Vol 52 (3) ◽

pp. 469-472 ◽

Cited By ~ 17

Author(s):

Robert K. Boeckman ◽

Joan C. Potenza ◽

Eric J. Enholm

Keyword(s):

Tetramic Acid ◽

Naturally Occurring ◽

Tetramic Acids ◽

Synthetic Studies

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ChemInform Abstract: Synthesis of Naturally Occurring Quinones. Part 18. Trichloro-(trans2,4-pentadienyl)stannane as a Less Electron-Rich Diene and Its Application to Tandem Michael/Diels-Alder Reaction. Formal Total Synthesis of 11-Deoxydaunomycinone.

ChemInform ◽

10.1002/chin.198717176 ◽

1987 ◽

Vol 18 (17) ◽

Author(s):

Y. NARUTA ◽

Y. NISHIGAICHI ◽

K. MARUYAMA

Keyword(s):

Total Synthesis ◽

Alder Reaction ◽

Diels Alder ◽

Diels Alder Reaction ◽

Naturally Occurring

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ChemInform Abstract: Synthetic Studies on Fumitremorgins. Part 2. First Total Synthesis of (-)-Fumitremorgin C.

ChemInform ◽

10.1002/chin.198831321 ◽

1988 ◽

Vol 19 (31) ◽

Author(s):

P. H. H. HERMKENS ◽

R. PLATE ◽

H. C. J. OTTENHEIJM

Keyword(s):

Total Synthesis ◽

Synthetic Studies ◽

Fumitremorgin C

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Synthetic studies on antifungal cyclic peptides, echinocandins. Stereoselective total synthesis of echinocandin D via a novel peptide coupling

Tetrahedron ◽

10.1016/s0040-4020(01)87959-x ◽

1993 ◽

Vol 49 (28) ◽

pp. 6195-6222 ◽

Cited By ~ 36

Author(s):

Natsuko Kurokawa ◽

Yasufumi Ohfune

Keyword(s):

Total Synthesis ◽

Cyclic Peptides ◽

Peptide Coupling ◽

Synthetic Studies

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Synthetic studies directed toward the naturally occurring acyl tetramic acids. 1. Convergent total synthesis of (.+-.)-tirandamycin A

ChemInform Abstract: Synthetic Studies Directed Toward the Naturally Occurring Acyl Tetramic Acids. Part 1. Convergent Total Synthesis of (.+-.)-Tirandamycin A

Synthetic studies directed toward naturally occurring cyclooctanoids. 1. A total synthesis of (.+-.)-ceroplastol I.

Synthetic studies en route to the first total synthesis of a naturally occurring quinone from Acorus gramineus, iso-merrilliaquinone, iso-magnoshinin and 2-epi-3,4-dihydro magnoshinin

ChemInform Abstract: Synthetic Studies Directed Toward Naturally Occurring Tetramic Acids. Part 3. Synthesis of (-)-Methyl Ydiginate (I) and the Tetramic Acid Subunit (II) for Streptolydigin.

ChemInform Abstract: Synthetic Studies Directed Toward Naturally Occurring Cyclooctanoids. Part 1. Total Synthesis of (.+-.)-Ceroplastol I.

Isolation, Synthesis, and Biological Activity of Quindoline, a Valuable­ Indoloquinoline Natural Product and Useful Key Intermediate­

Synthetic studies directed toward naturally occurring tetramic acids. 3. Synthesis of (-)-methyl ydiginate and the tetramic acid subunit for streptolydigin

ChemInform Abstract: Synthesis of Naturally Occurring Quinones. Part 18. Trichloro-(trans2,4-pentadienyl)stannane as a Less Electron-Rich Diene and Its Application to Tandem Michael/Diels-Alder Reaction. Formal Total Synthesis of 11-Deoxydaunomycinone.

ChemInform Abstract: Synthetic Studies on Fumitremorgins. Part 2. First Total Synthesis of (-)-Fumitremorgin C.

Synthetic studies on antifungal cyclic peptides, echinocandins. Stereoselective total synthesis of echinocandin D via a novel peptide coupling

Isolation, Synthesis, and Biological Activity of Quindoline, a Valuable Indoloquinoline Natural Product and Useful Key Intermediate