Mono- and Di-2,2,2-trichloroethyl Acetals as Protecting Groups

John L. Isidor; Robert M. Carlson

doi:10.1021/jo00943a030

Mono- and Di-2,2,2-trichloroethyl Acetals as Protecting Groups

John L. Isidor, Robert M. Carlson

Chemistry and Biochemistry

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

29 Scopus citations

Abstract

Mono- and di-2,2,2-trichloroethyl acetals have been selectively prepared in good yields by acid-catalyzed alcohol exchange with 2,2,2-trichloroethanol and dimethyl or diethyl acetals. A nonacidic and aprotic reductive cleavage using activated zinc dust in ethyl acetate or THE regenerates the carbonyl.

Original language	English
Pages (from-to)	554-556
Number of pages	3
Journal	Journal of Organic Chemistry
Volume	38
Issue number	3
DOIs	https://doi.org/10.1021/jo00943a030
State	Published - 1 Feb 1973

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title = "Mono- and Di-2,2,2-trichloroethyl Acetals as Protecting Groups",

abstract = "Mono- and di-2,2,2-trichloroethyl acetals have been selectively prepared in good yields by acid-catalyzed alcohol exchange with 2,2,2-trichloroethanol and dimethyl or diethyl acetals. A nonacidic and aprotic reductive cleavage using activated zinc dust in ethyl acetate or THE regenerates the carbonyl.",

author = "Isidor, \{John L.\} and Carlson, \{Robert M.\}",

year = "1973",

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doi = "10.1021/jo00943a030",

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journal = "Journal of Organic Chemistry",

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T1 - Mono- and Di-2,2,2-trichloroethyl Acetals as Protecting Groups

AU - Isidor, John L.

AU - Carlson, Robert M.

PY - 1973/2/1

Y1 - 1973/2/1

N2 - Mono- and di-2,2,2-trichloroethyl acetals have been selectively prepared in good yields by acid-catalyzed alcohol exchange with 2,2,2-trichloroethanol and dimethyl or diethyl acetals. A nonacidic and aprotic reductive cleavage using activated zinc dust in ethyl acetate or THE regenerates the carbonyl.

AB - Mono- and di-2,2,2-trichloroethyl acetals have been selectively prepared in good yields by acid-catalyzed alcohol exchange with 2,2,2-trichloroethanol and dimethyl or diethyl acetals. A nonacidic and aprotic reductive cleavage using activated zinc dust in ethyl acetate or THE regenerates the carbonyl.

UR - https://www.scopus.com/pages/publications/33947085827

U2 - 10.1021/jo00943a030

DO - 10.1021/jo00943a030

M3 - Article

AN - SCOPUS:33947085827

SN - 0022-3263

VL - 38

SP - 554

EP - 556

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 3

ER -

Mono- and Di-2,2,2-trichloroethyl Acetals as Protecting Groups

Abstract

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