Total Synthesis of (+)-prelaureatin and (+)-laurallene

Total Synthesis of (+)-prelaureatin and (+)-laurallene
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DOI:
10.1021/ja0007197
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发表时间:
2000-06-14
影响因子:
15
通讯作者:
Tabet, EA
Tabet, EA
中科院分区:
化学1区
文献类型:
--
作者:
Crimmins, MT;Tabet, EA

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首次报道了(+)-前月桂酸甘油酯和(+)-月桂烯的全合成。在不对称乙醇酸酯羟醛加成之后进行闭环复分解以闭合八元环,从而允许从(R)-苄基缩水甘油醚在七个合成步骤中构建(+)-前月桂酸甘油酯和(+)-月桂联烯的氧茂核。
The first total syntheses of (+)-prelaureatin and (+)-laurallene are described. An asymmetric glycolate aldol addition was followed by a ring-closing metathesis to close the eight-membered ring allowing construction of the oxocene core of (+)-prelaureatin and (+)-laurallene in seven synthetic steps from (R)-benzylglycidyl ether.