Efficient synthesis of (-)-(R)-muscone by enantioselective protonation

Charles Fehr; José Galindo; Iris Farris; Ana Cuenca

doi:10.1002/hlca.200490157

Efficient synthesis of (-)-(R)-muscone by enantioselective protonation

Charles Fehr^*, José Galindo, Iris Farris, Ana Cuenca

^*Autor/a de correspondencia de este trabajo

Producción científica: Artículo en revista indizada › Artículo › revisión exhaustiva

30 Citas (Scopus)

Resumen

A new synthesis of (-)-(R)-muscone ((R)-1) by means of enantioselective protonation of a bicyclic ketone enolate as the key step (see 6 → (S)-4 in Scheme 2) is presented. The C₁₅ macrocyclic system is obtained by ozonolysis (Scheme 7).

Idioma original	Inglés
Páginas (desde-hasta)	1737-1747
Número de páginas	11
Publicación	Helvetica Chimica Acta
Volumen	87
N.º	7
DOI	https://doi.org/10.1002/hlca.200490157
Estado	Publicada - 2004
Publicado de forma externa	Sí

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title = "Efficient synthesis of (-)-(R)-muscone by enantioselective protonation",

abstract = "A new synthesis of (-)-(R)-muscone ((R)-1) by means of enantioselective protonation of a bicyclic ketone enolate as the key step (see 6 → (S)-4 in Scheme 2) is presented. The C15 macrocyclic system is obtained by ozonolysis (Scheme 7).",

keywords = "Conjugate addition, Asymmetric protonation, Olefin synthesis, Acyclic enones, Hydrogenation, (r)-muscone, Fragmentaation, Derivatives, (s)-muscone, Ligand",

author = "Charles Fehr and Jos{\'e} Galindo and Iris Farris and Ana Cuenca",

year = "2004",

doi = "10.1002/hlca.200490157",

language = "English",

volume = "87",

pages = "1737--1747",

journal = "Helvetica Chimica Acta",

issn = "0018-019X",

publisher = "Wiley-Blackwell",

number = "7",

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TY - JOUR

T1 - Efficient synthesis of (-)-(R)-muscone by enantioselective protonation

AU - Fehr, Charles

AU - Galindo, José

AU - Farris, Iris

AU - Cuenca, Ana

PY - 2004

Y1 - 2004

N2 - A new synthesis of (-)-(R)-muscone ((R)-1) by means of enantioselective protonation of a bicyclic ketone enolate as the key step (see 6 → (S)-4 in Scheme 2) is presented. The C15 macrocyclic system is obtained by ozonolysis (Scheme 7).

AB - A new synthesis of (-)-(R)-muscone ((R)-1) by means of enantioselective protonation of a bicyclic ketone enolate as the key step (see 6 → (S)-4 in Scheme 2) is presented. The C15 macrocyclic system is obtained by ozonolysis (Scheme 7).

KW - Conjugate addition

KW - Asymmetric protonation

KW - Olefin synthesis

KW - Acyclic enones

KW - Hydrogenation

KW - (r)-muscone

KW - Fragmentaation

KW - Derivatives

KW - (s)-muscone

KW - Ligand

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UR - https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=pure_univeritat_ramon_llull&SrcAuth=WosAPI&KeyUT=WOS:000223221900011&DestLinkType=FullRecord&DestApp=WOS_CPL

U2 - 10.1002/hlca.200490157

DO - 10.1002/hlca.200490157

M3 - Article

AN - SCOPUS:4043131581

SN - 0018-019X

VL - 87

SP - 1737

EP - 1747

JO - Helvetica Chimica Acta

JF - Helvetica Chimica Acta

IS - 7

ER -

Efficient synthesis of (-)-(R)-muscone by enantioselective protonation

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