Petasis three-component reactions for the synthesis of diverse heterocyclic scaffolds

TY - JOUR

T1 - Petasis three-component reactions for the synthesis of diverse heterocyclic scaffolds

AU - Wu, Peng

AU - Nielsen, Thomas E.

PY - 2018/11

Y1 - 2018/11

N2 - The Petasis three-component reaction (PR) of hydroxy aldehydes, amines and boronic acids is an important multi-component reaction for the synthesis of structurally diverse scaffolds and biologically interesting small molecules. The reaction has been significantly explored in the past decade, and many new variants have emerged, such as asymmetric, traceless and four-component approaches. The excellent stereoselectivity, high yield and broad functional group tolerance altogether make this reaction ideal for fragment and compound collection synthesis, since orthogonal chemical handles can be incorporated for subsequent scaffold formation and appendage modification. Herein we present a selection of recent variations on the PR theme for the synthesis of scaffolds of relevance to medicinal chemistry.

AB - The Petasis three-component reaction (PR) of hydroxy aldehydes, amines and boronic acids is an important multi-component reaction for the synthesis of structurally diverse scaffolds and biologically interesting small molecules. The reaction has been significantly explored in the past decade, and many new variants have emerged, such as asymmetric, traceless and four-component approaches. The excellent stereoselectivity, high yield and broad functional group tolerance altogether make this reaction ideal for fragment and compound collection synthesis, since orthogonal chemical handles can be incorporated for subsequent scaffold formation and appendage modification. Herein we present a selection of recent variations on the PR theme for the synthesis of scaffolds of relevance to medicinal chemistry.

U2 - 10.1016/j.ddtec.2018.06.010

DO - 10.1016/j.ddtec.2018.06.010

M3 - Journal article

C2 - 30471670

AN - SCOPUS:85049886289

SN - 1740-6749

VL - 29

SP - 27

EP - 33

JO - Drug Discovery Today: Technologies

JF - Drug Discovery Today: Technologies

ER -