Transesterifications mediated by t-BuNH2

Oscar R. Suárez-Castillo; Luis Alberto Montiel-Ortega; Manuel Jonathan Fragoso-Vázquez; Myriam Meléndez-Rodríguez; Maricruz Sánchez-Zavala

doi:10.1016/j.tetlet.2007.12.013

Transesterifications mediated by t-BuNH₂

Oscar R. Suárez-Castillo, Luis Alberto Montiel-Ortega, Manuel Jonathan Fragoso-Vázquez, Myriam Meléndez-Rodríguez, Maricruz Sánchez-Zavala

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

12 Scopus citations

Abstract

A mild protocol for transesterification of simple esters is described. The method is based on the use of t-BuNH₂/ROH (R = Me, Et, i-Pr, t-Bu) with or without LiBr. The scope of the procedure was explored for aliphatic and aromatic esters. The protocol is particularly useful when going from higher to lower hindered esters and harsh reaction conditions are needed for the reversal process. A rationalization of the mechanism is presented. The scope and limitation of this transformation are also described.

Original language	English
Pages (from-to)	996-999
Number of pages	4
Journal	Tetrahedron Letters
Volume	49
Issue number	6
DOIs	https://doi.org/10.1016/j.tetlet.2007.12.013
State	Published - 4 Feb 2008
Externally published	Yes

Keywords

Aliphatic esters
Aromatic esters
Lithium bromide
tert-Butylamine
Transesterification

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10.1016/j.tetlet.2007.12.013

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title = "Transesterifications mediated by t-BuNH2",

abstract = "A mild protocol for transesterification of simple esters is described. The method is based on the use of t-BuNH2/ROH (R = Me, Et, i-Pr, t-Bu) with or without LiBr. The scope of the procedure was explored for aliphatic and aromatic esters. The protocol is particularly useful when going from higher to lower hindered esters and harsh reaction conditions are needed for the reversal process. A rationalization of the mechanism is presented. The scope and limitation of this transformation are also described.",

keywords = "Aliphatic esters, Aromatic esters, Lithium bromide, tert-Butylamine, Transesterification",

author = "Su{\'a}rez-Castillo, {Oscar R.} and Montiel-Ortega, {Luis Alberto} and Fragoso-V{\'a}zquez, {Manuel Jonathan} and Myriam Mel{\'e}ndez-Rodr{\'i}guez and Maricruz S{\'a}nchez-Zavala",

note = "Funding Information: We are pleased to acknowledge the financial support from UAEH-PAI 2006-28B for this investigation. ",

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doi = "10.1016/j.tetlet.2007.12.013",

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TY - JOUR

T1 - Transesterifications mediated by t-BuNH2

AU - Suárez-Castillo, Oscar R.

AU - Montiel-Ortega, Luis Alberto

AU - Fragoso-Vázquez, Manuel Jonathan

AU - Meléndez-Rodríguez, Myriam

AU - Sánchez-Zavala, Maricruz

N1 - Funding Information: We are pleased to acknowledge the financial support from UAEH-PAI 2006-28B for this investigation.

PY - 2008/2/4

Y1 - 2008/2/4

N2 - A mild protocol for transesterification of simple esters is described. The method is based on the use of t-BuNH2/ROH (R = Me, Et, i-Pr, t-Bu) with or without LiBr. The scope of the procedure was explored for aliphatic and aromatic esters. The protocol is particularly useful when going from higher to lower hindered esters and harsh reaction conditions are needed for the reversal process. A rationalization of the mechanism is presented. The scope and limitation of this transformation are also described.

AB - A mild protocol for transesterification of simple esters is described. The method is based on the use of t-BuNH2/ROH (R = Me, Et, i-Pr, t-Bu) with or without LiBr. The scope of the procedure was explored for aliphatic and aromatic esters. The protocol is particularly useful when going from higher to lower hindered esters and harsh reaction conditions are needed for the reversal process. A rationalization of the mechanism is presented. The scope and limitation of this transformation are also described.

KW - Aliphatic esters

KW - Aromatic esters

KW - Lithium bromide

KW - tert-Butylamine

KW - Transesterification

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U2 - 10.1016/j.tetlet.2007.12.013

DO - 10.1016/j.tetlet.2007.12.013

M3 - Artículo

AN - SCOPUS:37849052673

SN - 0040-4039

VL - 49

SP - 996

EP - 999

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 6

ER -

Transesterifications mediated by t-BuNH₂

Abstract

Keywords

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