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  • Enantioselective organocatalytic three-component Petasis reaction among salicylaldehydes, amines, and organoboronic acids.

Enantioselective organocatalytic three-component Petasis reaction among salicylaldehydes, amines, and organoboronic acids.

Organic letters (2012-02-02)
Wen-Yong Han, Zhi-Jun Wu, Xiao-Mei Zhang, Wei-Cheng Yuan
ABSTRACT

The catalytic enantioselective three-component Petasis reaction among salicylaldehydes, amines, and organoboronic acids with a newly designed thiourea-binol catalyst is presented. A broad range of alkylaminophenols can be obtained in good yield (up to 92%) and good to high enantioselectivity (up to 95% ee). A possible reaction pathway for this catalytic enantioselective Petasis reaction is tentatively proposed.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Salicylaldehyde, ≥98%, FG
Sigma-Aldrich
Salicylaldehyde, redist., ≥99.0% (GC)
Supelco
Salicylaldehyde, analytical standard
Sigma-Aldrich
Salicylaldehyde, reagent grade, 98%