Tetrahedron

Palladium-catalyzed, asymmetric Baeyer–Villiger oxidation of prochiral cyclobutanones with PHOX ligands

KS Petersen, BM Stoltz

Index: Petersen, Kimberly S.; Stoltz, Brian M. Tetrahedron, 2011 , vol. 67, # 24 p. 4352 - 4357

Full Text: HTML

Citation Number: 21

Abstract

Abstract Described in this report is a general method for the conversion of prochiral 3- substituted cyclobutanones to enantioenriched γ-lactones through a palladium-catalyzed Baeyer–Villiger oxidation using phosphinooxazoline ligands in up to 99% yield and 81% ee. Lactones of enantiopurity≥ 93% could be obtained through a single recrystallization step. Importantly, 3, 3-disubtituted cyclobutanones produced enantioenriched lactones ...

Formation of 9, 10-Unsaturation in the Mitomycins: Facile Fr...

[Ziegler, Frederick E.; Berlin, Michael Y.; Lee, Kyungae; Looker, Adam R. Organic Letters, 2000 , vol. 2, # 23 p. 3619 - 3621]

A new synthesis of amides and γ-lactones based on the conjug...

[Satoh, Tsuyoshi; Kamide, Yuhki; Sugiyama, Shimpei Tetrahedron, 2004 , vol. 60, # 51 p. 11805 - 11812]

Formation of 9, 10-Unsaturation in the Mitomycins: Facile Fr...

[Ziegler, Frederick E.; Berlin, Michael Y.; Lee, Kyungae; Looker, Adam R. Organic Letters, 2000 , vol. 2, # 23 p. 3619 - 3621]

A new synthesis of amides and γ-lactones based on the conjug...

[Satoh, Tsuyoshi; Kamide, Yuhki; Sugiyama, Shimpei Tetrahedron, 2004 , vol. 60, # 51 p. 11805 - 11812]

Regioselektive Reduktionen von cyclischen Thienospiroanhydri...

[Stanetty,P.; Froehlich,H.; Sauter,F. Monatshefte fuer Chemie, 1986 , vol. 117, p. 69]