Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents-Reference-Cited by-同舟云学术

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Published:2021-09-27 Issue:03 Volume:54 Page:754-762
ISSN:0039-7881
Container-title:Synthesis
language:en
Short-container-title:Synthesis

Author:

Chen Jyun-Siao¹,Huang Po-Hsun¹,Hsieh Ya-Chi¹,Luo Shun-Yuan¹,Liu Jen-Wei¹,Hsu Hsiao-Lin¹,Zhang Kai-Min¹,Wu Ren-Tsung²,Chang Ting-Shuo³,Liu Yu-Hao³,Wu Hsin-Ru³

Affiliation:

1. Department of Chemistry, National Chung Hsing University

2. Institute of Biotechnology and Pharmaceutical Research, National Health Research Institutes

3. National Chutung Senior High School

Abstract

AbstractTrimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dual-purpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.

Funder

Ministry of Science and Technology in Taiwan

National Chung Hsing University

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry,Catalysis

Link

http://www.thieme-connect.de/products/ejournals/pdf/10.1055/a-1654-2211.pdf

Reference10 articles.

1. Facile and Efficient Acetylation of Primary Alcohols and Phenols with Acetic Anhydride Catalyzed by Dried Sodium Bicarbonate

2. The First Total Synthesis of (±)-Ingenol

3. Total synthesis of (.+-.)-paeoniflorigenin and paeoniflorin

4. The DMAP-Catalyzed Acetylation of Alcohols—A Mechanistic Study (DMAP=4-(Dimethylamino)pyridine)

5. Reformatsky Reagent Promoted Acetylation of Primary and Secondary Aliphatic Alcohols Using Ethyl Acetate as an Acetyl Donor