Abstract
The Birch reduction is unique, in synthetic approaches, due to the adaptable substitution patterns of the substituted cyclohexa-1,4- and 1,3-dienes, particularly enol ethers. Birch reduction as a key and sometimes as the only reduction tool has found several applications in total synthesis of several natural occurring compounds. This name reduction is very important and quite useful for reduction of aromatic and none-aromatic moieties. It is particularly useful in aromatic compounds due to its selectivity of reduction of certain double bonds, which are present in one of the starting materials in multi-step total synthesis. It is also applicable when further reduction of nonaromatic moieties as a part of natural product structures, is required. In this report, we try to highlight the applications of this reaction as a key step in the total synthesis of natural products. It covers the applications of Birch reduction in total synthesis of naturally occurring compounds from 2003 till date.
Keywords: Birch, reduction, natural product, total synthesis, anisol, alcohol, diene.
Current Organic Chemistry
Title:Recent Applications of Birch Reduction in Total Synthesis of Natural Products
Volume: 19 Issue: 15
Author(s): Majid M. Heravi, Mahdiyeh V. Fard and Zeinab Faghihi
Affiliation:
Keywords: Birch, reduction, natural product, total synthesis, anisol, alcohol, diene.
Abstract: The Birch reduction is unique, in synthetic approaches, due to the adaptable substitution patterns of the substituted cyclohexa-1,4- and 1,3-dienes, particularly enol ethers. Birch reduction as a key and sometimes as the only reduction tool has found several applications in total synthesis of several natural occurring compounds. This name reduction is very important and quite useful for reduction of aromatic and none-aromatic moieties. It is particularly useful in aromatic compounds due to its selectivity of reduction of certain double bonds, which are present in one of the starting materials in multi-step total synthesis. It is also applicable when further reduction of nonaromatic moieties as a part of natural product structures, is required. In this report, we try to highlight the applications of this reaction as a key step in the total synthesis of natural products. It covers the applications of Birch reduction in total synthesis of naturally occurring compounds from 2003 till date.
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Heravi M. Majid, Fard V. Mahdiyeh and Faghihi Zeinab, Recent Applications of Birch Reduction in Total Synthesis of Natural Products, Current Organic Chemistry 2015; 19 (15) . https://dx.doi.org/10.2174/1385272819666150608220335
DOI https://dx.doi.org/10.2174/1385272819666150608220335 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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