Modified chiral triazolium salts for enantioselective benzoin cyclization of enolizable keto-aldehydes: Synthesis of (+)-sappanone B

Modified chiral triazolium salts for enantioselective benzoin cyclization of enolizable keto-aldehydes: Synthesis of (+)-sappanone B
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DOI:
10.1021/ol070929p
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发表时间:
2007-07-05
期刊:
影响因子:
5.2
通讯作者:
Suzuki, Keisuke
Suzuki, Keisuke
中科院分区:
化学1区
文献类型:
--
作者:
Takikawa, Hiroshi;Suzuki, Keisuke

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采用改进的ROVIS催化剂和三乙胺,通过对映体选择性安息香环化反应,合成了具有3-羟基色满酮结构的天然产物(+)-皂苷酮B(1)。这种催化剂使易烯醇化的酮醛的安息香环化反应成功。
Asymmetric synthesis of (+)-sappanone B (1), a natural product with a 3-hydroxy chromanone structure, was achieved via enantioselective benzoin cyclization by using a modified Rovis catalyst and triethylamine. This catalyst enabled the successful benzoin cyclization of readily enolizable keto-aldehydes.