1-(Phenylsulfonyl)-3-oxabicyclo[3.1.0]hexan-2-one as a Building Block in Organic Synthesis

0495676 - ÚEB 2019 RIV US eng J - Článek v odborném periodiku
Konrádová, Daniela - Bon, D.J.Y.D. - Pospíšil, Jiří
1-(Phenylsulfonyl)-3-oxabicyclo[3.1.0]hexan-2-one as a Building Block in Organic Synthesis.
Journal of Organic Chemistry. Roč. 83, č. 19 (2018), s. 12229-12238. ISSN 0022-3263. E-ISSN 1520-6904
Grant CEP: GA MŠMT(CZ) LO1304; GA MŠMT(CZ) LO1204
Grant ostatní: European Regional Development Fund(XE) CZ.02.1.01/0.0/0.0/16_019/0000738
Institucionální podpora: RVO:61389030
Klíčová slova: diversity-oriented synthesis * conformational restriction * transmetalation * histamine * sulfones * strategy * moiety * units * aryl
Obor OECD: Organic chemistry
Impakt faktor: 4.745, rok: 2018

The transformation of the readily available phenylsulfonyl lactone building block to structurally diverse molecular scaffolds is described. Depicted structures are accessed in one to three steps, and their overall yields are high. The rigidity of the starting building block greatly directs the stereoselectivity of the transformations, and newly generated stereogenic centers including the quaternary carbon centers are formed with high stereoselectivity generally superior to dr > 95:1.
Trvalý link: http://hdl.handle.net/11104/0288615