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 corresponent d’aquest treball

Producció científica: Article en revista indexada › Article › Avaluat per experts

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Resum

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	Anglès
Pàgines (de-a)	18737-18741
Nombre de pàgines	5
Revista	Chemistry - A European Journal
Volum	22
Número	52
DOIs	https://doi.org/10.1002/chem.201604782
Estat de la publicació	Publicada - 23 de des. 2016
Publicat externament	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,

day = "23",

doi = "10.1002/chem.201604782",

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

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