Abstract
In this paper, the first total synthesis of (+)-bucidarasins A and C is described. The chiral starting material was successfully obtained via reduction using a CBS catalyst and selective mono-TBS ether formation of trans -2-benzyloxymethyl-2-methylcyclohexane-1,3-diol, which was crucial to the successful enantioselective total synthesis of (+)-bucidarasins A and C. A synthetic approach towards (+)-bucidarasin C, based on the Barton-McCombie protocol, using V-70 as a radical promoter at low temperature to remove the C6-hydroxy moiety is also described.
Original language | English |
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Pages (from-to) | 332-350 |
Number of pages | 19 |
Journal | Heterocycles |
Volume | 91 |
Issue number | 2 |
DOIs | |
Publication status | Published - 2015 |
ASJC Scopus subject areas
- Analytical Chemistry
- Pharmacology
- Organic Chemistry