AI Article Synopsis
- A new method for creating seven-membered oxacycles using a [4 + 3] cycloaddition technique was developed, making it easier to synthesize these compounds.
- The reaction occurs in one step with the help of a small amount of (C(2)H(5))(2)OBF(3) under mild conditions.
- Control experiments suggested a possible reaction mechanism, and the method also allows for asymmetric reactions, yielding a product with a moderate enantiomeric excess.
Article Abstract
A novel intermolecular [4 + 3] cycloaddition method to construct 1,4-dioxide seven-membered oxacycles was developed. This one-step method was carried out in the presence of catalytic amount of (C(2)H(5))(2)OBF(3) under mild conditions. Seven-membered oxacycles and some natural compounds could be easily synthesized via this protocol. Control experiments were carried out and possible mechanism for the reaction was proposed. Asymmetric reactions were proceeded and 3e was obtained with moderate ee value.
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| http://dx.doi.org/10.1021/jo101669t | DOI Listing |
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