Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals: En route to tertiary α-fluorinated carbonyl derivatives

Jian Qiang Huang; Zackaria Nairoukh; Ilan Marek

doi:10.1039/c8ob00067k

Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals: En route to tertiary α-fluorinated carbonyl derivatives

Jian Qiang Huang, Zackaria Nairoukh, Ilan Marek^*

^*Corresponding author for this work

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

9 Scopus citations

Abstract

A highly diastereoselective synthesis of tertiary α-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.

Original language	English
Pages (from-to)	1079-1082
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	16
Issue number	7
DOIs	https://doi.org/10.1039/c8ob00067k
State	Published - 2018
Externally published	Yes

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© The Royal Society of Chemistry 2018.

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10.1039/c8ob00067k

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title = "Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals: En route to tertiary α-fluorinated carbonyl derivatives",

abstract = "A highly diastereoselective synthesis of tertiary α-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.",

author = "Huang, \{Jian Qiang\} and Zackaria Nairoukh and Ilan Marek",

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year = "2018",

doi = "10.1039/c8ob00067k",

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T2 - En route to tertiary α-fluorinated carbonyl derivatives

AU - Huang, Jian Qiang

AU - Nairoukh, Zackaria

AU - Marek, Ilan

N1 - Publisher Copyright: © The Royal Society of Chemistry 2018.

PY - 2018

Y1 - 2018

N2 - A highly diastereoselective synthesis of tertiary α-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.

AB - A highly diastereoselective synthesis of tertiary α-fluoro carbonyl compounds is reported in only two chemical steps from a simple alkyne through the reaction of stereodefined fully substituted silyl ketene hemiaminal derivatives with Selectfluor.

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DO - 10.1039/c8ob00067k

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SN - 1477-0520

VL - 16

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JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 7

ER -

Electrophilic fluorination of stereodefined disubstituted silyl ketene hemiaminals: En route to tertiary α-fluorinated carbonyl derivatives

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