Synthesis and Stereochemical Assignment of (+)-Chamuvarinin

Raghava Vanga; G. J. Florence; J. Morris; R. Murray; J. Osler; T. Smith

doi:10.1021/ol1028699

Synthesis and Stereochemical Assignment of (+)-Chamuvarinin

Raghava Vanga, G. J. Florence, J. Morris, R. Murray, J. Osler, T. Smith

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A stereocontrolled total synthesis of (+)-chamuvarinin, isolated from the root extract of Uvaria Chamae, utilizes a convergent modular strategy to construct the adjacently linked C15-C28 ether array, followed by a late-stage Julia-Kocienski olefination to append the butenolide motif. This constitutes the first total synthesis of (+)-chamuvarinin, defining the relative and absolute configuration of this unique annonaceous acetogenin.

Iaith wreiddiol	Saesneg
Tudalennau (o-i)	5 - 7
Nifer y tudalennau	2
Cyfnodolyn	Organic Letters
Cyfrol	13
Rhif cyhoeddi	3
Dynodwyr Gwrthrych Digidol (DOIs)	https://doi.org/10.1021/ol1028699
Statws	Cyhoeddwyd - 4 Chwef 2011

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10.1021/ol1028699Trwydded: CC BY-NC-ND

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title = "Synthesis and Stereochemical Assignment of (+)-Chamuvarinin",

abstract = "A stereocontrolled total synthesis of (+)-chamuvarinin, isolated from the root extract of Uvaria Chamae, utilizes a convergent modular strategy to construct the adjacently linked C15-C28 ether array, followed by a late-stage Julia-Kocienski olefination to append the butenolide motif. This constitutes the first total synthesis of (+)-chamuvarinin, defining the relative and absolute configuration of this unique annonaceous acetogenin.",

keywords = "chamuvarinin, synthesis and stereochemical",

author = "Raghava Vanga and Florence, {G. J.} and J. Morris and R. Murray and J. Osler and T. Smith",

year = "2011",

month = feb,

day = "4",

doi = "10.1021/ol1028699",

language = "English",

volume = "13",

pages = "5 -- 7",

journal = "Organic Letters",

issn = "1523-7052",

publisher = "American Chemical Society",

number = "3",

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TY - JOUR

T1 - Synthesis and Stereochemical Assignment of (+)-Chamuvarinin

AU - Vanga, Raghava

AU - Florence, G. J.

AU - Morris, J.

AU - Murray, R.

AU - Osler, J.

AU - Smith, T.

PY - 2011/2/4

Y1 - 2011/2/4

N2 - A stereocontrolled total synthesis of (+)-chamuvarinin, isolated from the root extract of Uvaria Chamae, utilizes a convergent modular strategy to construct the adjacently linked C15-C28 ether array, followed by a late-stage Julia-Kocienski olefination to append the butenolide motif. This constitutes the first total synthesis of (+)-chamuvarinin, defining the relative and absolute configuration of this unique annonaceous acetogenin.

AB - A stereocontrolled total synthesis of (+)-chamuvarinin, isolated from the root extract of Uvaria Chamae, utilizes a convergent modular strategy to construct the adjacently linked C15-C28 ether array, followed by a late-stage Julia-Kocienski olefination to append the butenolide motif. This constitutes the first total synthesis of (+)-chamuvarinin, defining the relative and absolute configuration of this unique annonaceous acetogenin.

KW - chamuvarinin

KW - synthesis and stereochemical

U2 - 10.1021/ol1028699

DO - 10.1021/ol1028699

M3 - Article

C2 - 21174397

SN - 1523-7052

VL - 13

SP - 5

EP - 7

JO - Organic Letters

JF - Organic Letters

IS - 3

ER -

Synthesis and Stereochemical Assignment of (+)-Chamuvarinin

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