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Journal Article A New Strategy for Chemoselective O-acylation of β-mercapto Alcohols via Alkylsilyl and Stannyl Protection
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Authors
Muchchintala Maheswara, Mi Rae Kim, Sun-Ju Yun, Jung Jin Ju, Jung Yun Do
Issue Date
2009-01
Citation
Tetrahedron Letters, v.50, no.4, pp.480-483
ISSN
0040-4039
Publisher
Elsevier
Language
English
Type
Journal Article
DOI
https://dx.doi.org/10.1016/j.tetlet.2008.11.047
Project Code
08MB2200, Nano flexible opto-electric PCB module for portable display, Ju Jung Jin
Abstract
Chemoselective preparation of O-acylated derivatives from bis-protected mercapto alcohols was described. Trialkylsilyl and trialkylstannyl chloride are used to generate an intermediate with O- and S-protection. The intermediates from 棺-mercapto alcohols are reactive toward acylating agents and selective to provide O-acylated derivatives. The present preparation involves the direct conversion of alcohol to the corresponding O-acylated compounds without deprotection. © 2008 Elsevier Ltd. All rights reserved.
KSP Keywords
Direct Conversion, New strategy, O-acylation