Catalytic Asymmetric Bromocyclization of Polyenes

Catalytic Asymmetric Bromocyclization of Polyenes
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DOI:
10.1021/jacs.6b13193
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发表时间:
2017-02-01
影响因子:
15
通讯作者:
Yamamoto, Hisashi
Yamamoto, Hisashi
中科院分区:
化学1区
文献类型:
--
作者:
Samanta, Ramesh C.;Yamamoto, Hisashi

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以手性联苯醚为催化剂,1,3-二溴-5,5-二甲基海因为亲电溴源,首次实现了不对称溴离子诱导的多烯环化反应。溴环化产物产率高,对映体比好,非对映选择性高,在天然产物中作为支架广泛存在。
The first catalytic asymmetric bromonium ion-induced polyene cyclization has been achieved by using a chiral BINOL-derived thiophosphoramide catalyst and 1,3-dibromo-5,5-dimethylhydantoin as an electrophilic bromine source. Bromocyclization products are obtained in high yields, with good enantiomeric ratios and high diastereoselectivity, and are abundantly found as scaffolds in natural products.