Identification and Synthesis of New Volatile Molecules Found in Extracts Obtained from Distinct Parts of Cooked Chicken

Abstract

Several chicken parts (skin, fat, juice) were cooked in different ways (roasting, simmering) and investigated separately for their volatile composition. In-depth GC/MS analysis of the separate fractions revealed several unknown molecules. Mass spectra interpretation allowed us to identify nine molecules for the first time in chicken, including cyclic aldehydes, cyclic ketones, and new δ-lactones containing an unsaturated linear chain. Identification was confirmed by chemical synthesis followed by comparison of the mass spectra and linear retention indices. The natural occurrence of five of these molecules is reported here for the first time in a natural product.

A One Pot Synthesis of Dehydrohedione (DHH) from a Hedione® Precursor

“…Treatment of the same a'-acetate 2d with MeONa in MeOH at 20°C readily furnished by successive transesterification and retro-Michael reaction the hydroxy-enone 5p, as well as its known and well characterized tautomeric form. [116][128]28 Finally, chlorination of 7a (NCS, TMSOTf, MeCN, 23% yield, [112] or FeCl 3 Á6 H 2 O, PhI(OAc) 2 , AcOH, 34% yield [130] ) afforded 7b. 29,30…”

“…The unreported α ’‐substituted cyclopentenones 5i , 5j were prepared from 5a either quantitatively by equimolar addition of NBS in MeCN, catalyzed by TMSOTf at 20 °C, or by oxidation with 2.0 mol‐equiv. of Mn(OAc) 3 in refluxing toluene, or by Payne oxidation (KOH, 70% H 2 O 2 , 88% yield) followed by acidic treatment of the crude keto‐epoxide (AcOH, 118 °C, 49% overall yield). The subsequent envisaged Michael addition onto the bromo‐derivative 5i (dimethylmalonate, NaH, THF, 73% yield) afforded in fact 5n .…”

DFT-Assisted Design and Evaluation of Bifunctional Amine/Pyridine-Oxazoline Metal Catalysts for Additions of Ketones to Unactivated Alkenes and Alkynes

“…The positive control 2ethylcyclopentanone was synthesized according to a reported procedure. [38] All previously reported and characterized compounds are denoted by their CAS numbers.…”

Ring strain strategy for the control of regioselectivity. Gold-catalyzed anti-Markovnikov cycloisomerization initiated tandem reactions of alkynes

“…In addition, c-Lactones have also proven to be the vital precursors for the construction of many biologically active compounds and natural products [24][25][26][27][28][29][30]. Moreover, they have forged ahead in flavour chemistry [31]. Since their identifications in fruits and vegetables, they have been the subject of intense research for many flavourists.…”