Total Synthesis of abeo-Steroids via Cycloaddition Strategy

L Min, LP Zhong, CC Li - Accounts of Chemical Research, 2023 - ACS Publications
Conspectus Steroids continue to play a significant role in organic chemistry, medicinal
chemistry, and drug discovery due to their important biological activities and diverse …

Bioinspired skeletal reorganization approach for the synthesis of steroid natural products

Y Wang, J Gui - Accounts of Chemical Research, 2024 - ACS Publications
Conspectus Steroids, termed “keys to life” by Rupert Witzmann, have a wide variety of
biological activities, including anti-inflammatory, antishock, immunosuppressive, stress …

Asymmetric total synthesis of twin bufogargarizins A and B

LP Zhong, R Feng, JJ Wang, CC Li - Journal of the American …, 2023 - ACS Publications
The first and asymmetric total synthesis of bufogargarizins A and B, two unusual and highly
oxygenated twin steroids with rearranged A/B rings, was achieved. The synthetically …

Site-selective and product chemoselective aliphatic C–H bond hydroxylation of polyhydroxylated substrates

M Borrell, S Gil-Caballero, M Bietti, M Costas - ACS Catalysis, 2020 - ACS Publications
Site-selective and product chemoselective aliphatic C–H bond oxidation of 1, 2-diols and of
polyhydroxylated substrates using iron and manganese catalysts and hydrogen peroxide as …

Gram-Scale Synthesis of Bufospirostenin A by a Biomimetic Skeletal Rearrangement Approach

Y Wang, H Tian, J Gui - Journal of the American Chemical Society, 2021 - ACS Publications
Bufospirostenin A, which was the first spirostanol to be isolated from an animal, possesses
an unprecedented 5/7/6/5/5/6 hexacyclic framework. Herein, we report two biomimetic …

Asymmetric Total Synthesis of the Rearranged Steroid Phomarol Enabled by a Biomimetic SN2′ Cyclization

X Wang, G Huang, Y Wang, J Gui - Journal of the American …, 2023 - ACS Publications
Phomarol is a structurally unusual 1 (10→ 19) abeo-steroid with a pseudo-symmetrical
cycloheptene-1, 3-diol motif, an aromatic B ring, and a densely functionalized …

Concise synthesis of 9, 11-secosteroids pinnigorgiols B and E

X Li, Z Zhang, H Fan, Y Miao, H Tian… - Journal of the American …, 2021 - ACS Publications
Pinnigorgiols B and E are 9, 11-secosteroids with a unique tricyclic γ-diketone framework.
Herein, we report the first synthesis of these natural products from inexpensive …

Semisynthesis of (−)-Bufospirostenin A Enabled by Photosantonin Rearrangement Reaction

J Huang, T Cao, Z Zhang, Z Yang - Journal of the American …, 2022 - ACS Publications
An enantioselective semisynthesis of (−)-bufospirostenin A is described. The key steps in the
synthesis involve use of our proposed biomimetic and diastereoselective photosantonin …

Asymmetric total synthesis of bufospirostenin A

MJ Cheng, LP Zhong, CC Gu, XJ Zhu… - Journal of the …, 2020 - ACS Publications
The first and asymmetric total synthesis of bioactive bufospirostenin A, an unusual
spirostanol with rearranged A/B rings, was accomplished. The synthetically challenging [5–7 …

Synthesis of 9, 11-secosteroids pinnisterol E, glaciasterol B, and 6-keto-aplidiasterol B

Y Miao, X Li, M Zhang, H Fan, J Gui - Organic Letters, 2022 - ACS Publications
A 10-step gram-scale synthesis of 9, 11-secosteroid pinnisterol E from the inexpensive
ergosterol is reported. This synthesis features a series of highly selective redox …