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Synthesis of Natural Products Containing Cyclohexane Units Utilizing the F errier Carbocyclization Reaction
Author(s) -
Chida Noritaka,
Sato Takaaki
Publication year - 2014
Publication title -
the chemical record
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.61
H-Index - 78
eISSN - 1528-0691
pISSN - 1527-8999
DOI - 10.1002/tcr.201402024
Subject(s) - cyclohexanone , cyclohexane , natural product , chemistry , organic chemistry , product (mathematics) , acetal , combinatorial chemistry , catalysis , mathematics , geometry
The F errier carbocyclization reaction is one of the most powerful transformations of carbohydrates. This reaction provides enantiomerically pure cyclohexanone derivatives from aldohexoses, and is particularly useful in the chiral pool synthesis of cyclohexane‐containing natural products from carbohydrates. We have investigated the synthesis of natural products utilizing the F errier carbocyclization reaction. This account provides a brief overview of the F errier carbocyclization and its application to natural product synthesis. The utility and versatility of the F errier carbocyclization reaction are showcased with the syntheses of hygromycin A, lycoricidine, actinobolin, galanthamine, and morphine starting from carbohydrates.