Studies towards 1,3-diol units starting from syn β-hydroxy acylsilanes

被引:4
作者
Reddy, Gangireddy PavanKumar [1 ]
Murthy, Akondi Srirama [1 ,2 ]
Reddy, J. Satyanarayana [1 ,2 ]
Das, Saibal [2 ]
Roisnel, Thierry [1 ]
Yadav, Jhillu S. [2 ]
Chandrasekhar, Srivari [2 ]
Gree, Rene [1 ]
机构
[1] Univ Rennes 1, Inst Sci Chim Rennes, CNRS UMR 6226, F-35042 Rennes, France
[2] Indian Inst Chem Technol, CSIR, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
关键词
Acyl silanes; 1,3 Diols; Aldol; Silicon; Tischenko; ALDOL-TISHCHENKO REACTION; DIASTEREOFACIAL SELECTIVITY; SYNTHETIC EQUIVALENTS; REAGENTS; REARRANGEMENTS; ALDEHYDES; ADDITIONS; SILICON; CATION;
D O I
10.1016/j.tetlet.2013.11.034
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three complementary strategies have been explored to obtain stereodefined 1,3 diols starting from easily accessible syn beta-hydroxy acylsilanes: fluoride induced migrations of substituents on silicon, a Grignard addition followed by protodesilylation and Tischenko-type reactions. Preliminary data on scope and limitations of these processes are presented. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:365 / 368
页数:4
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