Enantioselective total synthesis of bistramide A

Enantioselective total synthesis of bistramide A
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DOI:
10.1021/ja057686l
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发表时间:
2006-04-19
影响因子:
15
通讯作者:
DeBaillie, AC
DeBaillie, AC
中科院分区:
化学1区
文献类型:
--
作者:
Crimmins, MT;DeBaillie, AC

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用最长的18步线性反应实现了双甲酰胺A的对映选择性合成。合成策略包括使用二立体选择性乙醇酸烷基化、N-酰基噻唑烷酮的氯钛烯醇化物的羟醛加成和Sharpless不对称环氧化来合成三个关键片段。
The enantioselective synthesis of bistramide A has been achieved with a longest linear sequence of 18 steps. The synthetic strategy involves the use of a distereoselective glycolate alkylation, an aldol addition of a chlorotitanium enolate ofN-acylthiazolidinthione, and a Sharpless asymmetric epoxidation to synthesize the three key fragments.