Synthesis of Naphthoquinone Antibiotics: Conjugate Addition/Electrophile Trapping with Acylnickel Carbonylate Anions

M. F. Semmelhack; Leonard Keller; Tadahisa Sato; E. Spiess

doi:10.1021/jo00143a055

Synthesis of Naphthoquinone Antibiotics: Conjugate Addition/Electrophile Trapping with Acylnickel Carbonylate Anions

M. F. Semmelhack, Leonard Keller, Tadahisa Sato, E. Spiess

Chemistry

Research output: Contribution to journal › Letter › peer-review

32 Scopus citations

Abstract

Conjugate addition of nickel acylate complexes followed by quenching with allyl iodide provide key intermediates for the synthesis of nanaomycin A and frenolicin.

Original language	English (US)
Pages (from-to)	4382-4384
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	47
Issue number	22
DOIs	https://doi.org/10.1021/jo00143a055
State	Published - 1982

All Science Journal Classification (ASJC) codes

Organic Chemistry

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@article{9f1d4b63ac8d4bfb88e1cae0c2778a7f,

title = "Synthesis of Naphthoquinone Antibiotics: Conjugate Addition/Electrophile Trapping with Acylnickel Carbonylate Anions",

abstract = "Conjugate addition of nickel acylate complexes followed by quenching with allyl iodide provide key intermediates for the synthesis of nanaomycin A and frenolicin.",

author = "Semmelhack, {M. F.} and Leonard Keller and Tadahisa Sato and E. Spiess",

year = "1982",

doi = "10.1021/jo00143a055",

language = "English (US)",

volume = "47",

pages = "4382--4384",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

number = "22",

}

TY - JOUR

T1 - Synthesis of Naphthoquinone Antibiotics

T2 - Conjugate Addition/Electrophile Trapping with Acylnickel Carbonylate Anions

AU - Semmelhack, M. F.

AU - Keller, Leonard

AU - Sato, Tadahisa

AU - Spiess, E.

PY - 1982

Y1 - 1982

N2 - Conjugate addition of nickel acylate complexes followed by quenching with allyl iodide provide key intermediates for the synthesis of nanaomycin A and frenolicin.

AB - Conjugate addition of nickel acylate complexes followed by quenching with allyl iodide provide key intermediates for the synthesis of nanaomycin A and frenolicin.

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U2 - 10.1021/jo00143a055

DO - 10.1021/jo00143a055

M3 - Letter

AN - SCOPUS:0020357871

SN - 0022-3263

VL - 47

SP - 4382

EP - 4384

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 22

ER -

Synthesis of Naphthoquinone Antibiotics: Conjugate Addition/Electrophile Trapping with Acylnickel Carbonylate Anions

Abstract

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