Addition of water to zinc triflate promotes a novel reaction: stereoselective Mannich-type reaction of chiral aldimines with 2-silyloxybutadienes.
A novel stereoselective Mannich-type reaction of chiral aldimines with 2-silyloxybutadienes in the presence of zinc triflate and water has been achieved. The diastereoselectivities of the products were 74-90% de, and no cycloadducts were detected. Classical Mannich-type products were also obtained by using zinc triflate and water with high diastereoselectivities.
Ishimaru
Kaori
K
Department of Chemistry, The National Defense Academy, 1-10-20 Hashirimizu, Yokosuka 239-8686, Japan. kaoriisi@nda.ac.jp
Kojima
Takakazu
T