Tandem asymmetric cyclopropanation/cope rearrangement. A highly diastereoselective and enantioselective method for the construction of 1,4-cycloheptadienes
Tandem asymmetric cyclopropanation/cope rearrangement. A highly diastereoselective and enantioselective method for the construction of 1,4-cycloheptadienes
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DOI：
10.1021/ja974201n
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发表时间：
1998-04-15
影响因子：
15
通讯作者：
Houser, JH
中科院分区：
文献类型：
--
作者：
Davies, HML;Stafford, DG;Houser, JH
在二烯的存在下，铑（II） （n -十二烷基苯磺酰基）脯氨酸(Rh-2（S-DOSP)(4), 1）分解乙烯基重氮乙酸酯，形成顺式二乙烯基环丙烷的直接和高度对映选择性的方法。这一过程与随后的Cope重排相结合，产生了多种含有多个立体中心的环庚二烯的高度对映选择性合成。
Decomposition of vinyldiazoacetates by rhodium(II) (N-dodecylbenzenesulfonyl)prolinate (Rh-2(S-DOSP)(4), 1) in the presence of dienes results in a direct and highly enantioselective method for the formation of cis-divinylcyclopropanes. Combination of this process with a subsequent Cope rearrangement results in a highly enantioselective synthesis of a variety of cycloheptadienes containing multiple stereogenic centers.