Glyceollin I (1) is an anti-estrogenic phytoalexin isolated from stressed soy beans that inhibits the growth of estrogen-related diseases such as breast and ovarian cancer. Furthermore, glyceollin I (1) has been reported for anti-diabetic and anti-inflammatory effects. Due to these promising bioactivities, it has attracted the attention of several research groups. We recently completed the first catalytic asymmetric access to the 6a-hydroxypterocarpan 1 including a biomimetic oxidation. This concise total synthesis also paved the way to a whole series of further natural products.

First catalytic asymmetric total synthesis of the 6a-hydroxypterocarpan glyceollin I

2019 Fall National Meeting

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