On July 7, 1993, Kirby, Gordon W.; Nazeer, Muhammad published an article.COA of Formula: C7H14O3 The title of the article was Asymmetric induction in the Diels-Alder reactions of α-hydroxy acylnitroso compounds. And the article contained the following:
The hydroxamic acids RCH(OR’)CONHOH (R = Ph, R’ = H, Me; R = cyclohexyl, R’ = H; R = CMe3, R’ = H), derived from a series of α-hydroxy acids, have been oxidized with periodate to form transient, chiral acyl nitroso compounds RCH(OR’)CONO, which were trapped in situ with cyclopentadiene and cyclohex-1,3-diene to give mixtures of diastereoisomeric, Diels-Alder cycloadducts I (n = 1, 2), resp. Cycloaddition at 0°C occurred with moderate stereoselectivity, e.g., both the mandeloyl nitroso compound with cyclopentadiene and the tert-butylglycoloyl nitroso compound with cyclohexadiene gave ca. 5:1 mixtures of diastereoisomers. Much higher diastereoselectivities were observed at -78°C. The mandeloyl nitroso compound, which can form an intramol. hydroxy and nitroso groups, showed higher stereoselectivities than its O-Me ether. The major cycloadduct II of the (S)-mandeloyl nitroso compound III and cyclohexadiene was degraded to the bicyclic oxazine of known absolute configuration. Formation of II as the major product is consistent with preferential endo addition of the hydrogen bonded III from the face anti to the Ph group. The experimental process involved the reaction of Methyl 2-hydroxy-3,3-dimethylbutanoate(cas: 121129-31-5).COA of Formula: C7H14O3
The Article related to diels alder asym hydroxy acyl nitroso, Heterocyclic Compounds (More Than One Hetero Atom): Oxazines (Including Morpholine) and other aspects.COA of Formula: C7H14O3
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