Lewis acid-catalyzed cleavage of carbamate and carbonate resins

Wen Ren Li; Yu Sheng Lin; Ying Chih Yo

doi:10.1016/S0040-4039(00)01131-X

Lewis acid-catalyzed cleavage of carbamate and carbonate resins

Wen Ren Li, Yu Sheng Lin, Ying Chih Yo

Department of Chemistry

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

9 Scopus citations

Abstract

A procedure for the preparation of amides and esters on a Merrifield resin-bound benzyloxycarbonyl equivalent has been developed. Polymer-supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetates or benzoates.

Original language	English
Pages (from-to)	6619-6622
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	34
DOIs	https://doi.org/10.1016/S0040-4039(00)01131-X
State	Published - 19 Aug 2000

Access to Document

10.1016/S0040-4039(00)01131-X

Cite this

@article{81dc0bb9019d4ffb80d26c988d561d2d,

title = "Lewis acid-catalyzed cleavage of carbamate and carbonate resins",

abstract = "A procedure for the preparation of amides and esters on a Merrifield resin-bound benzyloxycarbonyl equivalent has been developed. Polymer-supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetates or benzoates.",

author = "Li, {Wen Ren} and Lin, {Yu Sheng} and Yo, {Ying Chih}",

note = "Funding Information: The authors are grateful to the National Science Council, ROC, for the financial support (NSC 88-2113-M-008-005) of this work.",

year = "2000",

month = aug,

day = "19",

doi = "10.1016/S0040-4039(00)01131-X",

language = "???core.languages.en_GB???",

volume = "41",

pages = "6619--6622",

journal = "Tetrahedron Letters",

issn = "0040-4039",

number = "34",

}

TY - JOUR

T1 - Lewis acid-catalyzed cleavage of carbamate and carbonate resins

AU - Li, Wen Ren

AU - Lin, Yu Sheng

AU - Yo, Ying Chih

N1 - Funding Information: The authors are grateful to the National Science Council, ROC, for the financial support (NSC 88-2113-M-008-005) of this work.

PY - 2000/8/19

Y1 - 2000/8/19

N2 - A procedure for the preparation of amides and esters on a Merrifield resin-bound benzyloxycarbonyl equivalent has been developed. Polymer-supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetates or benzoates.

AB - A procedure for the preparation of amides and esters on a Merrifield resin-bound benzyloxycarbonyl equivalent has been developed. Polymer-supported carbamates react cleanly with zinc bromide and the appropriate acyl halide in the presence of triethylamine to provide their corresponding amides in high yields and purities. Cleavage of resin-bound carbonates was carried out using the similar reagent systems in the absence of triethylamine to give acetates or benzoates.

UR - http://www.scopus.com/inward/record.url?scp=0034686893&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)01131-X

DO - 10.1016/S0040-4039(00)01131-X

M3 - 期刊論文

AN - SCOPUS:0034686893

SN - 0040-4039

VL - 41

SP - 6619

EP - 6622

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 34

ER -

Lewis acid-catalyzed cleavage of carbamate and carbonate resins

Abstract

Access to Document

Fingerprint

Cite this