Recent Applications of Birch Reduction in Total Synthesis of Natural Products

Author(s): Majid M. Heravi, Mahdiyeh V. Fard, Zeinab Faghihi.

Journal Name: Current Organic Chemistry

Volume 19 , Issue 15 , 2015

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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.

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Article Details

VOLUME: 19
ISSUE: 15
Year: 2015
Page: [1491 - 1525]
Pages: 35
DOI: 10.2174/1385272819666150608220335
Price: $58

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