Literature DB >> 28243645

Chiral crotyl geminal bis(silane): a useful reagent for asymmetric Sakurai allylation by selective desilylation-enabled chirality transfer.

Zhiwen Chu1, Kai Wang1, Lu Gao1, Zhenlei Song2.   

Abstract

Enantioselective synthesis of SiMe3/SiPh2Me-substituted crotyl geminal bis(silane) has been developed. This compound is a useful reagent for Ph3C+B(C6F5)4--catalyzed asymmetric Sakurai allylation and one-pot Sakurai allylation/Prins cyclization processes. Chemoselective desilylation of SiPh2Me leads to efficient chirality transfer.

Entities:  

Year:  2017        PMID: 28243645     DOI: 10.1039/c7cc00632b

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  2 in total

1.  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

2.  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

  2 in total

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