Practical syntheses of the C12-C21 epothilone subunit via catalytic asymmetric reductions: Itsuno-Corey oxazaborolidine reduction and asymmetric Noyori hydrogenation

Emily A. Reiff; Sajiv K. Nair; B. S. Narayan Reddy; Jun Inagaki; John T. Henri; Jack F. Greiner; Gunda I. Georg

doi:10.1016/j.tetlet.2004.06.009

Practical syntheses of the C12-C21 epothilone subunit via catalytic asymmetric reductions: Itsuno-Corey oxazaborolidine reduction and asymmetric Noyori hydrogenation

Emily A. Reiff, Sajiv K. Nair, B. S. Narayan Reddy, Jun Inagaki, John T. Henri, Jack F. Greiner, Gunda I. Georg

Medicinal Chemistry

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

19 Scopus citations

Abstract

Two practical catalytic asymmetric reductions to introduce the epothilone C15 stereocenter are described (Itsuno-Corey reduction and Noyori hydrogenation).

Original language	English (US)
Pages (from-to)	5845-5847
Number of pages	3
Journal	Tetrahedron Letters
Volume	45
Issue number	30
DOIs	https://doi.org/10.1016/j.tetlet.2004.06.009
State	Published - Jul 19 2004

Bibliographical note

Funding Information:
We gratefully acknowledge financial support from the National Institutes of Health's National Cancer Institute (NCI CA79641) and the General Research Fund at the University of Kansas. E.A.R. acknowledges the NIH training grant (NIH-GM-07775), and the American Foundation for Pharmaceutical Education for fellowships. E.A.R. and J.I. acknowledge the Department of Defense (DAMD 17-00-1-0303) for fellowship support.

Keywords

Antitumor agents
Asymmetric catalysis
Epothilones
Itsuno-Corey reduction
Noyori reduction

Publisher link

10.1016/j.tetlet.2004.06.009

Find It

Find It at U of M Libraries

Cite this

@article{fbfb15ce0e9a40ea8e04c1d491078252,

title = "Practical syntheses of the C12-C21 epothilone subunit via catalytic asymmetric reductions: Itsuno-Corey oxazaborolidine reduction and asymmetric Noyori hydrogenation",

abstract = "Two practical catalytic asymmetric reductions to introduce the epothilone C15 stereocenter are described (Itsuno-Corey reduction and Noyori hydrogenation).",

keywords = "Antitumor agents, Asymmetric catalysis, Epothilones, Itsuno-Corey reduction, Noyori reduction",

author = "Reiff, {Emily A.} and Nair, {Sajiv K.} and {Narayan Reddy}, {B. S.} and Jun Inagaki and Henri, {John T.} and Greiner, {Jack F.} and Georg, {Gunda I.}",

note = "Funding Information: We gratefully acknowledge financial support from the National Institutes of Health's National Cancer Institute (NCI CA79641) and the General Research Fund at the University of Kansas. E.A.R. acknowledges the NIH training grant (NIH-GM-07775), and the American Foundation for Pharmaceutical Education for fellowships. E.A.R. and J.I. acknowledge the Department of Defense (DAMD 17-00-1-0303) for fellowship support.",

year = "2004",

month = jul,

day = "19",

doi = "10.1016/j.tetlet.2004.06.009",

language = "English (US)",

volume = "45",

pages = "5845--5847",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Limited",

number = "30",

}

TY - JOUR

T1 - Practical syntheses of the C12-C21 epothilone subunit via catalytic asymmetric reductions

T2 - Itsuno-Corey oxazaborolidine reduction and asymmetric Noyori hydrogenation

AU - Reiff, Emily A.

AU - Nair, Sajiv K.

AU - Narayan Reddy, B. S.

AU - Inagaki, Jun

AU - Henri, John T.

AU - Greiner, Jack F.

AU - Georg, Gunda I.

N1 - Funding Information: We gratefully acknowledge financial support from the National Institutes of Health's National Cancer Institute (NCI CA79641) and the General Research Fund at the University of Kansas. E.A.R. acknowledges the NIH training grant (NIH-GM-07775), and the American Foundation for Pharmaceutical Education for fellowships. E.A.R. and J.I. acknowledge the Department of Defense (DAMD 17-00-1-0303) for fellowship support.

PY - 2004/7/19

Y1 - 2004/7/19

N2 - Two practical catalytic asymmetric reductions to introduce the epothilone C15 stereocenter are described (Itsuno-Corey reduction and Noyori hydrogenation).

AB - Two practical catalytic asymmetric reductions to introduce the epothilone C15 stereocenter are described (Itsuno-Corey reduction and Noyori hydrogenation).

KW - Antitumor agents

KW - Asymmetric catalysis

KW - Epothilones

KW - Itsuno-Corey reduction

KW - Noyori reduction

UR - http://www.scopus.com/inward/record.url?scp=3242798088&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=3242798088&partnerID=8YFLogxK

U2 - 10.1016/j.tetlet.2004.06.009

DO - 10.1016/j.tetlet.2004.06.009

M3 - Article

AN - SCOPUS:3242798088

SN - 0040-4039

VL - 45

SP - 5845

EP - 5847

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Practical syntheses of the C12-C21 epothilone subunit via catalytic asymmetric reductions: Itsuno-Corey oxazaborolidine reduction and asymmetric Noyori hydrogenation

Abstract

Bibliographical note

Keywords

Publisher link

Find It

Other files and links

Fingerprint

Cite this