Add time:07/16/2019 Source:sciencedirect.com
The TiCl4-mediated formal [3+3] cyclocondensation of 1,3-bis(trimethylsilyloxy)-1,3-butadienes with 1,1-dimethoxy-4,4-dichlorobut-1-en-3-one afforded a variety of functionalized 6-dichloromethyl-4-methoxysalicylates with very good regioselectivity. Some of the products were transformed into 6-formyl-4-methoxysalicylates. The employment of Me3SiOTf instead of TiCl4 resulted in a change of the regioselectivity and in the formation of functionalized 2-(dichloromethyl)pyran-4-ones.
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