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Multi‐Gram Scale Synthesis of Chiral 3‐Methyl‐2,5‐trans‐tetrahydrofurans.

Authors :
Qin, Shuanglin
Cao, Yuting
Luo, Yunhao
Jiang, Shende
Clark, J. Stephen
Wang, Xiaoji
Yang, Guang
Source :
Helvetica Chimica Acta. Jul2019, Vol. 102 Issue 7, pN.PAG-N.PAG. 1p.
Publication Year :
2019

Abstract

In this article, we report the rapid and facile synthesis of chiral 3‐methyl‐2,5‐trans‐tetrahydrofurans. This reaction utilizes cheap and easily available starting materials. A domino hydrolysis and intramolecular Michael‐type ring closure reaction was the key step. As a result, synthesis of the desired 3‐methyl‐2,5‐trans‐tetrahydrofurans could be achieved in gram‐scale over seven linear steps with high chemical yield and high diastereoselectivity. [ABSTRACT FROM AUTHOR]

Subjects

Subjects :
*CHEMICAL yield
*HYDROLYSIS

Details

Language :
English
ISSN :
0018019X
Volume :
102
Issue :
7
Database :
Academic Search Index
Journal :
Helvetica Chimica Acta
Publication Type :
Academic Journal
Accession number :
137437826
Full Text :
https://doi.org/10.1002/hlca.201900131