SUBSTITUTION-REACTIONS OF 2-BENZENESULFONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES

SUBSTITUTION-REACTIONS OF 2-BENZENESULFONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES
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DOI:
10.1016/s0040-4020(01)81323-5
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发表时间:
1989-01-01
期刊:
影响因子:
2.1
通讯作者:
LEY, SV
LEY, SV
中科院分区:
化学3区
文献类型:
--
作者:
BROWN, DS;BRUNO, M;LEY, SV

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研究了2-苯磺酰基环醚在不同碳原子亲核试剂作用下的直接取代反应。这些亲核试剂包括有机锌试剂(衍生自芳基,乙烯基和烷基格氏试剂)或甲硅烷基烯醇醚,甲硅烷基烯酮缩醛,烯丙基硅烷和三甲基硅烷氰化物在氯化铝的存在下。使用6-取代砜观察到反式产物形成的一般选择性。
Direct substitution of 2-benzenesulphonyl cyclic ethers was studied using a variety of carbon nucleophiles. These nucleophiles included organozinc reagens (derived from aryl, vinyl and aklynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals, allylsilanes and trimethylsilycyanide in the presence of aluminium chloride. A general selectivity for the formation of the trans-product was observed using 6-substituted sulphones.