Reaksi Petasis

Reaksi Petasis adalah sebuah reaksi kimia amina, aldehida, dengan vinil- atau aril-asam boronat menjadi amina bersubtituen.[1][2][3]

Reaksi Petasis
Reaksi Petasis

Reaksi Petasis dapat dilihat sebagai reaksi Mannich versi asam boronat, dan sering digunakan sebagai alternatif reaksi aminasi reduktif.

Aplikasi

Pada satu aplikasi, reaksi Petasis digunakan untuk mendapatkan zat sementara multifungsional untuk sintesis divergen.[4][5]

Petasis reaction example (Kumagai et al.)
Petasis reaction example (Kumagai et al.)

Lihat pula

Referensi

  1. ^ Petasis, N. A.; Akritopoulou, I. (1993). "The boronic acid mannich reaction: A new method for the synthesis of geometrically pure allylamines". Tetrahedron Lett. 34: 583–586. doi:10.1016/S0040-4039(00)61625-8. Pemeliharaan CS1: Banyak nama: authors list (link)
  2. ^ Petasis, N. A.; Zavialov, I. A. (1997). "A New and Practical Synthesis of -Amino Acids from Alkenyl Boronic Acids". J. Am. Chem. Soc. 119: 445–446. doi:10.1021/ja963178n. Pemeliharaan CS1: Banyak nama: authors list (link)
  3. ^ Petasis, N. A.; Zavialov, I. A. (1998). "Highly Stereocontrolled One-Step Synthesis of anti-β-Amino Alcohols from Organoboronic Acids, Amines, and α-Hydroxy Aldehydes". J. Am. Chem. Soc. 120: 11798–11799. doi:10.1021/ja981075u. Pemeliharaan CS1: Banyak nama: authors list (link)
  4. ^ Naoya Kumagai, Giovanni Muncipinto, Stuart L. Schreiber (2006). "Short Synthesis of Skeletally and Stereochemically Diverse Small Molecules by Coupling Petasis Condensation Reactions to Cyclization Reactions". Angewandte Chemie International Edition. 45: 3635–3638. doi:10.1002/anie.200600497. Pemeliharaan CS1: Banyak nama: authors list (link)
  5. ^ The reactants are the lactol derived from L-phenyl-lactic acid and acetone, l-phenylalanine methyl ester and a boronic acid. The reaction takes place in ethanol at room temperature with diastereomeric excess 99%.

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