Allylic 4-methoxybenzoates display excellent reagent-controlled double diastereoselection in the sharpless asymmetric dihydroxylation: Application to highly selective total syntheses of polyols

Allylic 4-methoxybenzoates display excellent reagent-controlled double diastereoselection in the sharpless asymmetric dihydroxylation: Application to highly selective total syntheses of polyols
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DOI:
10.1016/s0040-4039(97)01327-0
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发表时间:
1997-08-25
影响因子:
1.8
通讯作者:
Corey, EJ
Corey, EJ
中科院分区:
化学4区
文献类型:
--
作者:
GuzmanPerez, A;Corey, EJ

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几种对映体纯的4-取代烯丙基4'-甲氧基苯甲酸酯的不对称二羟基化反应具有优异的试剂控制的非对映选择性。这一观察结果,加上适当保护的二烯的 Sharpless 不对称二羟基化所提供的高对映体和区域选择性,已被用于完成几种 vic 多元醇的立体控制全合成。 (C) 1997 爱思唯尔科学有限公司。
The asymmetric dihydroxylation of several enantiomerically pure 4-substituted allylic 4'-methoxybenzoates proceeds with excellent reagent-controlled diastereoselectivities. This observation, coupled with the high enantio-and regioselectivity provided by the Sharpless asymmetric dihydroxylation of suitably protected dienes, has been used to accomplish the stereocontrolled total syntheses of several vic-polyols. (C) 1997 Elsevier Science Ltd.