Stereoselective synthesis of the C(1)-c(11) fragment of peloruside A

Stereoselective synthesis of the C(1)-c(11) fragment of peloruside A
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DOI:
10.1021/ol0514303
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发表时间:
2005-09-01
期刊:
影响因子:
5.2
通讯作者:
Roush, WR
Roush, WR
中科院分区:
化学1区
文献类型:
--
作者:
Owen, RM;Roush, WR

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已经通过立体选择性双烯丙基硼化和分子内环氧化物打开实现了珀洛卢苷A的C(1)-C(11)片段4的高度立体选择性合成,以提供功能致密的C(3)-C(11)片段14。然后采用乙醇酸羟醛缩合反应在C(2)-C(3)处引入剩余的立构中心。
A highly stereoselective synthesis of the C(1)-C(11) fragment 4 of peloruside A has been accomplished via a stereoselective double allylboration and an intramolecular epoxide opening to provide the functionally dense C(3)-C(l 1) segment 14. A glycolate aldol reaction was then employed to introduce the remaining stereocenters at C(2)-C(3).