Application of the lithiation-borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes

Application of the lithiation-borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes
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DOI:
10.1039/c2cc32176a
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发表时间:
2012-01-01
影响因子:
4.9
通讯作者:
Webster, Matthew P.
Webster, Matthew P.
中科院分区:
化学2区
文献类型:
--
作者:
Aggarwal, Varinder K.;Ball, Liam T.;Webster, Matthew P.

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利用仲苯基氨基甲酸酯的一锅锂化-硼化反应和原硼化或氧化反应,在不到5步的时间内,实现了5个双甾烷倍半萜的对映选择性合成,收率高,bbb94: 6。
The expedient enantioselective synthesis of 5 bisabolane sesquiterpenes has been achieved using a common, one-pot lithiation-borylation reaction of secondary benzylic carbamates and either protodeboronation or oxidation to give the natural products in fewer than 5 steps, with high yield and >94 : 6 er.