Method for synthesizing 1,6-eneyne compounds

Abstract

The invention provides a method for synthesizing 1,6-eneyne compounds. The method is an effective method which synthesizes the optically active 1,6-eneyne compounds with high regioselectivity and enantioselectivity by using iridium complex as a catalyst as well as allyl carbonate compounds and a propargyl nucleophilic reagent as raw materials. The method has the advantages of readily available catalyst, high catalytic activity, mild reaction temperature, wide substrate application range and high product regioselectivity and enantioselectivity.

Description

technical field [0001] The present invention relates to an asymmetric allylation reaction of allyl carbonate and propargyl nucleophile catalyzed by a metal iridium complex to prepare important 1,6-enyne compounds, which can be highly Efficient, high regio- and enantioselective synthesis of 1,6-enynes. Background technique [0002] 1,6-enyne compounds, as one of the most widely studied compounds in ring and isomerization reactions, are a very important class of synthetic intermediates. In the past few decades, chemists have reported a series of important chemical reactions using 1,6-enynes as substrates and applied them in the total synthesis of natural products. [(a) Fürstner, A.; Davies, P.W.Angew.Chem.Int.Ed.2007, 46, 3410. (b) Lee, S.I.; Chatani, N.Chem.Commun.2009, 371.] Transition metal-catalyzed Asymmetric allylic alkylation is one of the most important reactions of carbon-carbon bond formation, and plays an important role in organic synthesis [(a) Trost, B.M.D.; Van...

AI Technical Summary

Problems solved by technology

However, the use of alkyne-containing nucleophiles in metal-catalyzed asymmetric allyl substitution reactions is still very poorly studied.

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