Synthesis and Reactions of 3-(Nosyloxy)-2-keto Esters
作者:Robert V. Hoffman、M. Catherine Johnson、John F. Okonya
DOI:10.1021/jo962206h
日期:1997.4.1
A series of 3-(nosyloxy)-2-keto esters 7a-j were prepared from the corresponding cr-keto esters by conversion to the trimethylsilyl enol ether and reaction with p-nitrobenzenesulfonyl peroxide. Conversion of these materials to 1,2,3-trifunctionalized compounds is described, and comparison of their properties with isomeric 2-(nosyloxy)-3-keto esters is discussed.
Synthesis and reactivity of β-phenylselanyl α-oxoesters
beta-Phenylselanyl alpha-oxoesters 2 were prepared by N-phenylselanyl morpholine treatment of alpha-oxoesters 1, oxidized into beta-unsaturated alpha-oxoesters 5 and subjected to the Wittig-Horner olefination. The diethyl (1-phenylselanylalkyl)maleates 6 have led, after [2,3]sigmatropic rearrangement of the corresponding selenoxides, to the diethyl 3-alkylidene-2-hydroxysuccinates 7. The 2-(t-butoxycarbonylamino)-3-alkylidenesuccinates 8 were prepared in a similar way. The decomposition of halo-adducts derived from compounds 6 has allowed the synthesis of the diethyl 3-alkylidene-2-halosuccinates 9 and 10. (C) 1997 Elsevier Science Ltd.
VANKAR, YASHWANT D.;CHAUDHURI, NARAYAN C.;VANKAR, PADMA S., J. CHEM. RES. (S) ,(1989) N, C. 178-179
作者:VANKAR, YASHWANT D.、CHAUDHURI, NARAYAN C.、VANKAR, PADMA S.