Recommanded Product: Methyl 3-hydroxypropanoateIn 2006 ,《Total syntheses of zaragozic acids A and C by a carbonyl ylide cycloaddition strategy》 was published in Chemistry – A European Journal. The article was written by Hirata, Yuuki; Nakamura, Seiichi; Watanabe, Nobuhide; Kataoka, Osamu; Kurosaki, Takahiro; Anada, Masahiro; Kitagaki, Shinji; Shiro, Motoo; Hashimoto, Shunichi. The article contains the following contents:
A carbonyl ylide cycloaddition approach to the squalene synthase inhibitors zaragozic acids A and C is described. The carbonyl ylide precursor was synthesized starting from di-tert-Bu D-tartrate via an eleven-step sequence involving the regioselective reduction of the mono-MPM (MPM = 4-methoxybenzyl) ether with LiBH4 and the diastereoselective addition of sodium tert-Bu diazoacetate to α-keto ester. The reaction of α-diazo ester with 3-butyn-2-one in the presence of a catalytic amount of [Rh2(OAc)4] gave the desired cycloadduct as a single diastereomer. The dihydroxylation of enone followed by sequential transformations permitted the construction of the fully functionalized 2,8-dioxabicyclo[3.2.1]octane core. Alkene serves as a common precursor to zaragozic acids A (1) and C (2), since the elongation of the C1 alkyl side chain can be attained by olefin cross-metathesis, especially under the influence of Blechert’s catalyst. In the experiment, the researchers used Methyl 3-hydroxypropanoate(cas: 6149-41-3Recommanded Product: Methyl 3-hydroxypropanoate)
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