Literature DB >> 28692298

Direct Catalytic Asymmetric Aldol Addition of an α-CF3 Amide to Arylglyoxal Hydrates.

Akinobu Matsuzawa1, Hidetoshi Noda1, Naoya Kumagai1, Masakatsu Shibasaki1.   

Abstract

Direct asymmetric aldol addition of an α-CF3 amide to arylglyoxal hydrates was promoted by a chiral catalyst comprising a soft Lewis acidic Cu(I), a chiral bisphosphine ligand, and DBU. The 7-azaindoline moiety of the amide facilitates its enolization and stabilizes the thus-generated Cu enolate, furnishing enantioenriched aldol adducts.

Entities:  

Year:  2017        PMID: 28692298     DOI: 10.1021/acs.joc.7b01381

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  2 in total

1.  Synthesis of chiral α-trifluoromethyl alcohols and ethers via enantioselective Hiyama cross-couplings of bisfunctionalized electrophiles.

Authors:  Andrii Varenikov; Mark Gandelman
Journal:  Nat Commun       Date:  2018-09-03       Impact factor: 14.919

2.  Cs2CO3-promoted defluorination and functionalization of α-CF3 carbonyl compounds in the presence of N-, O-, and/or S-nucleophiles.

Authors:  Yue Wu; Bingbing Zhang; Yinying Zheng; Yuheng Wang; Xinsheng Lei
Journal:  RSC Adv       Date:  2018-04-30       Impact factor: 3.361

  2 in total

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