Synthesis of the C9-C21 fragment of geldanamycin via a diastereoselective substrate-controlled hydrogenation

Tony Horneff; Thorsten Bach

doi:10.1055/s-0028-1083625

Synthesis of the C9-C21 fragment of geldanamycin via a diastereoselective substrate-controlled hydrogenation

Tony Horneff, Thorsten Bach

Chair of Organic Chemistry 1

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

4 Scopus citations

Abstract

An Ir-catalyzed diastereoselective hydrogenation was employed to establish the stereogenic center at carbon atom C14 of a C9-C21 fragment of geldanamycin. The fragment was stereoselectively synthesized from D-mannitol in 18 steps.

Original language	English
Pages (from-to)	2969-2972
Number of pages	4
Journal	Synlett
Issue number	19
DOIs	https://doi.org/10.1055/s-0028-1083625
State	Published - 1 Dec 2008

Keywords

Ansamycins
Diastereoselectivity
Hydrogenation
Protecting groups
Quinones
Stereoselective synthesis

Access to Document

10.1055/s-0028-1083625

Cite this

@article{0d6a15fc56d24febb67870dc1c4ba3c9,

title = "Synthesis of the C9-C21 fragment of geldanamycin via a diastereoselective substrate-controlled hydrogenation",

abstract = "An Ir-catalyzed diastereoselective hydrogenation was employed to establish the stereogenic center at carbon atom C14 of a C9-C21 fragment of geldanamycin. The fragment was stereoselectively synthesized from D-mannitol in 18 steps.",

keywords = "Ansamycins, Diastereoselectivity, Hydrogenation, Protecting groups, Quinones, Stereoselective synthesis",

author = "Tony Horneff and Thorsten Bach",

year = "2008",

month = dec,

day = "1",

doi = "10.1055/s-0028-1083625",

language = "English",

pages = "2969--2972",

journal = "Synlett",

issn = "0936-5214",

publisher = "Georg Thieme Verlag",

number = "19",

}

TY - JOUR

T1 - Synthesis of the C9-C21 fragment of geldanamycin via a diastereoselective substrate-controlled hydrogenation

AU - Horneff, Tony

AU - Bach, Thorsten

PY - 2008/12/1

Y1 - 2008/12/1

N2 - An Ir-catalyzed diastereoselective hydrogenation was employed to establish the stereogenic center at carbon atom C14 of a C9-C21 fragment of geldanamycin. The fragment was stereoselectively synthesized from D-mannitol in 18 steps.

AB - An Ir-catalyzed diastereoselective hydrogenation was employed to establish the stereogenic center at carbon atom C14 of a C9-C21 fragment of geldanamycin. The fragment was stereoselectively synthesized from D-mannitol in 18 steps.

KW - Ansamycins

KW - Diastereoselectivity

KW - Hydrogenation

KW - Protecting groups

KW - Quinones

KW - Stereoselective synthesis

UR - http://www.scopus.com/inward/record.url?scp=57649114606&partnerID=8YFLogxK

U2 - 10.1055/s-0028-1083625

DO - 10.1055/s-0028-1083625

M3 - Article

AN - SCOPUS:57649114606

SN - 0936-5214

SP - 2969

EP - 2972

JO - Synlett

JF - Synlett

IS - 19

ER -

Synthesis of the C9-C21 fragment of geldanamycin via a diastereoselective substrate-controlled hydrogenation

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this