Reaksi Petasis
Reaksi Petasis adalah sebuah reaksi kimia amina, aldehida, dengan vinil- atau aril-asam boronat menjadi amina bersubtituen.[1][2][3]
Reaksi Petasis dapat dilihat sebagai reaksi Mannich versi asam boronat, dan sering digunakan sebagai alternatif reaksi aminasi reduktif.
Aplikasi
[sunting | sunting sumber]Pada satu aplikasi, reaksi Petasis digunakan untuk mendapatkan zat sementara multifungsional untuk sintesis divergen.[4][5]
Lihat pula
[sunting | sunting sumber]Referensi
[sunting | sunting sumber]- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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.
- ^ 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%.