Chlorotrimethylsilane: A suitable reagent for the synthesis of chlorohydrin esters

Jordi Eras; Jonh Jairo Méndez; Mercé Balcells; Ramon Canela

doi:10.1021/jo026020w

Chlorotrimethylsilane: A suitable reagent for the synthesis of chlorohydrin esters

Jordi Eras, Jonh Jairo Méndez, Mercé Balcells, Ramon Canela

Research output: Indexed journal article › Article › peer-review

24 Citations (Scopus)

Abstract

A new methodology for obtaining chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents, chlorotrimethylsilane, acts as solvent, is described. The reaction is stereospecific and its regioselectivity depends on the number of carbons between the hydroxyl groups present in the starting material. A mechanism is proposed.

Original language	English
Pages (from-to)	8631-8634
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	67
Issue number	24
DOIs	https://doi.org/10.1021/jo026020w
Publication status	Published - 29 Nov 2002
Externally published	Yes

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title = "Chlorotrimethylsilane: A suitable reagent for the synthesis of chlorohydrin esters",

abstract = "A new methodology for obtaining chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents, chlorotrimethylsilane, acts as solvent, is described. The reaction is stereospecific and its regioselectivity depends on the number of carbons between the hydroxyl groups present in the starting material. A mechanism is proposed.",

author = "Jordi Eras and M{\'e}ndez, {Jonh Jairo} and Merc{\'e} Balcells and Ramon Canela",

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T1 - Chlorotrimethylsilane

T2 - A suitable reagent for the synthesis of chlorohydrin esters

AU - Eras, Jordi

AU - Méndez, Jonh Jairo

AU - Balcells, Mercé

AU - Canela, Ramon

PY - 2002/11/29

Y1 - 2002/11/29

N2 - A new methodology for obtaining chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents, chlorotrimethylsilane, acts as solvent, is described. The reaction is stereospecific and its regioselectivity depends on the number of carbons between the hydroxyl groups present in the starting material. A mechanism is proposed.

AB - A new methodology for obtaining chlorohydrin esters using a one-pot esterification-chlorination reaction, in which one of the reagents, chlorotrimethylsilane, acts as solvent, is described. The reaction is stereospecific and its regioselectivity depends on the number of carbons between the hydroxyl groups present in the starting material. A mechanism is proposed.

UR - http://www.scopus.com/inward/record.url?scp=0037195709&partnerID=8YFLogxK

U2 - 10.1021/jo026020w

DO - 10.1021/jo026020w

M3 - Article

C2 - 12444649

AN - SCOPUS:0037195709

SN - 0022-3263

VL - 67

SP - 8631

EP - 8634

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 24

ER -

Chlorotrimethylsilane: A suitable reagent for the synthesis of chlorohydrin esters

Abstract

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