Oxidative cyclisation of o-phenolic oxime-acid derivatives using hypervalent iodine reagent: asymmetric induction at the γ-position to the carbonyl group of chiral o-phenolic oxime-ester

Oxidative cyclisation of o-phenolic oxime-acid derivatives using hypervalent iodine reagent: asymmetric induction at the γ-position to the carbonyl group of chiral o-phenolic oxime-ester
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DOI:
10.1039/c39940000443
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发表时间:
1994
期刊:
Journal of The Chemical Society, Chemical Communications
影响因子:
--
通讯作者:
M. Murakata;Kohei Yamada;O. Hoshino
M. Murakata;Kohei Yamada;O. Hoshino
中科院分区:
其他
文献类型:
--
作者:
M. Murakata;Kohei Yamada;O. Hoshino

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使用高价碘试剂,通过邻酚肟酯 5 的分子内氧化环化,以 82% 非对映异构体过量 (d.e.)(87% 产率)在手性酯的羰基的 γ 位进行有效的不对称诱导,得到手性螺异恶唑啉。
An efficient asymmetric induction at the γ-position to the carbonyl group of the chiral ester took place in 82% diastereoisomeric excess (d.e.)(87% yield) to afford chiral spiroisoxazoline by intramolecular oxidative cyclisation of o-phenolic oxime-ester 5 using hypervalent iodine reagent.