Literature DB >> 29210495

Total Synthesis of Bryostatin 8 Using an Organosilane-Based Strategy.

Yuebao Zhang1, Qianyou Guo1, Xianwei Sun1, Ji Lu1, Yanjun Cao1, Qiang Pu1, Zhiwen Chu1, Lu Gao1, Zhenlei Song1,2.   

Abstract

Convergent total synthesis of bryostatin 8 has been accomplished by an organosilane-based strategy. The C ring is constructed stereoselectively through a geminal bis(silane)-based [1,5]-Brook rearrangement, and the B ring through geminal bis(silane)-based Prins cyclization, thus efficiently joining the northern and southern parts of the molecule.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  cyclization; natural products; pyrans; rearrangements; total synthesis

Year:  2017        PMID： 29210495     DOI： 10.1002/anie.201711452

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  4 in total

1.  Deletion of the C26 Methyl Substituent from the Bryostatin Analogue Merle 23 Has Negligible Impact on Its Biological Profile and Potency.

Authors:  Xiguang Zhao; Noemi Kedei; Alexandra Michalowski; Nancy E Lewin; Gary E Keck; Peter M Blumberg
Journal:  Chembiochem       Date:  2018-04-27       Impact factor: 3.164

Review 2.  Structural insights into C1-ligand interactions: Filling the gaps by in silico methods.

Authors:  Sachin Katti; Tatyana I Igumenova
Journal:  Adv Biol Regul       Date:  2021-01-18

3.  Asymmetric retro-[1,4]-Brook rearrangement of 3-silyl allyloxysilanes via chirality transfer from silicon to carbon.

Authors:  Ya Wu; Hua Chen; Wenyu Yang; Yu Fan; Lu Gao; Zhishan Su; Changwei Hu; Zhenlei Song
Journal:  RSC Adv       Date:  2019-08-21       Impact factor: 4.036

4.  Trityl Cation-Catalyzed Hosomi-Sakurai Reaction of Allylsilane with β,γ-Unsaturated α-Ketoester to Form γ,γ-Disubstituted α-Ketoesters.

Authors:  Zubao Gan; Deyun Cui; Hongyun Zhang; Ying Feng; Liying Huang; Yingying Gui; Lu Gao; Zhenlei Song
Journal:  Molecules       Date:  2022-07-24       Impact factor: 4.927
  4 in total

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