Opportune gem-Silylborylation of Carbonyl Compounds: A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins

Enrico La Cascia; Ana B. Cuenca; Elena Fernández

doi:10.1002/chem.201604782

Opportune gem-Silylborylation of Carbonyl Compounds: A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins

Enrico La Cascia
, Ana B. Cuenca^*
, Elena Fernández

^*Autor/a de correspondencia de este trabajo

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

54 Citas (Scopus)

Resumen

An easy access to highly versatile gem-silylboronate synthons is achieved by means of a new olefination reagent, HC(Bpin)₂(SiMe₃). Subsequent silicon or boron-based selective functionalization allows for the modular and stereocontrolled synthesis of all-carbon tetrasubstituted alkenes. A particular attraction of this approach is the iododesilylation reaction, which becomes a pivotal tool for C−Si functionalization.

Idioma original	Inglés
Páginas (desde-hasta)	18737-18741
Número de páginas	5
Publicación	Chemistry - A European Journal
Volumen	22
N.º	52
DOI	https://doi.org/10.1002/chem.201604782
Estado	Publicada - 23 dic 2016
Publicado de forma externa	Sí

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title = "Opportune gem-Silylborylation of Carbonyl Compounds: A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins",

abstract = "An easy access to highly versatile gem-silylboronate synthons is achieved by means of a new olefination reagent, HC(Bpin)2(SiMe3). Subsequent silicon or boron-based selective functionalization allows for the modular and stereocontrolled synthesis of all-carbon tetrasubstituted alkenes. A particular attraction of this approach is the iododesilylation reaction, which becomes a pivotal tool for C−Si functionalization.",

keywords = "alkenes, gem-silylborylation, insertion, iododesilylation, tamoxifen",

author = "\{La Cascia\}, Enrico and Cuenca, \{Ana B.\} and Elena Fern{\'a}ndez",

note = "Publisher Copyright: {\textcopyright} 2016 Wiley-VCH Verlag GmbH \& Co. KGaA, Weinheim",

year = "2016",

month = dec,

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doi = "10.1002/chem.201604782",

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T1 - Opportune gem-Silylborylation of Carbonyl Compounds

T2 - A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins

AU - La Cascia, Enrico

AU - Cuenca, Ana B.

AU - Fernández, Elena

PY - 2016/12/23

Y1 - 2016/12/23

N2 - An easy access to highly versatile gem-silylboronate synthons is achieved by means of a new olefination reagent, HC(Bpin)2(SiMe3). Subsequent silicon or boron-based selective functionalization allows for the modular and stereocontrolled synthesis of all-carbon tetrasubstituted alkenes. A particular attraction of this approach is the iododesilylation reaction, which becomes a pivotal tool for C−Si functionalization.

AB - An easy access to highly versatile gem-silylboronate synthons is achieved by means of a new olefination reagent, HC(Bpin)2(SiMe3). Subsequent silicon or boron-based selective functionalization allows for the modular and stereocontrolled synthesis of all-carbon tetrasubstituted alkenes. A particular attraction of this approach is the iododesilylation reaction, which becomes a pivotal tool for C−Si functionalization.

KW - alkenes

KW - gem-silylborylation

KW - insertion

KW - iododesilylation

KW - tamoxifen

UR - https://www.scopus.com/pages/publications/85000788281

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VL - 22

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JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

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Opportune gem-Silylborylation of Carbonyl Compounds: A Modular and Stereocontrolled Entry to Tetrasubstituted Olefins

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