메뉴 건너뛰기




Volumn 54, Issue 47, 2015, Pages 14141-14145

Silver(I)-Catalyzed Diastereoselective Synthesis of anti-1,2-Hydroxyboronates

Author keywords

alcohols; asymmetric catalysis; boron; diastereoselectivity; silver

Indexed keywords

ALCOHOLS; BORON; CATALYSIS; SILVER;

EID: 84954455972     PISSN: 14337851     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.201507171     Document Type: Article
Times cited : (81)

References (49)
  • 1
    • 27644475970 scopus 로고    scopus 로고
    • (Ed: D. G. Hall), Wiley-VCH, Weinheim
    • Boronic Acids, (Ed:, D. G. Hall,), Wiley-VCH, Weinheim, 2000.
    • (2000) Boronic Acids
  • 5
    • 84954434201 scopus 로고    scopus 로고
    • For examples of 1,2-additions of 1,1-diboron-stabilzed carbanions to aldehydes and ketones followed by elimination, see:
    • For examples of 1,2-additions of 1,1-diboron-stabilzed carbanions to aldehydes and ketones followed by elimination, see:
  • 11
    • 84954446141 scopus 로고    scopus 로고
    • For reviews of stereospecific reactions of alkyl boronic esters, see:
    • For reviews of stereospecific reactions of alkyl boronic esters, see:
  • 16
    • 84932628043 scopus 로고    scopus 로고
    • Angew. Chem. 2015, 127, 1096-1111. For a review on catalytic enantioselective diboration, see:
    • (2015) Angew. Chem. , vol.127 , pp. 1096-1111
  • 17
    • 36149001272 scopus 로고    scopus 로고
    • H. E. Burks, J. P. Morken, Chem. Commun. 2007, 4717-4725; For a recent review on copper-catalyzed boryl addition reactions, see:
    • (2007) Chem. Commun. , pp. 4717-4725
    • Burks, H.E.1    Morken, J.P.2
  • 30
    • 84954417623 scopus 로고    scopus 로고
    • 4, Ag(TFA)] afford <10 % conversion
    • 4, Ag(TFA)] afford <10 % conversion.
  • 44
    • 84954458460 scopus 로고    scopus 로고
    • See the Supporting Information for the synthesis of 21.
    • See the Supporting Information for the synthesis of 21.
  • 47
    • 84954413355 scopus 로고    scopus 로고
    • This indicates that there is unlikely to be a significant interaction between the silver(I) salt and the aldehyde at -25 C
    • 13C NMR spectroscopy shows no change in the chemical shift for the aldehyde signals. This indicates that there is unlikely to be a significant interaction between the silver(I) salt and the aldehyde at -25 C.
    • 13C NMR Spectroscopy Shows No Change in the Chemical Shift for the Aldehyde Signals
  • 48
    • 84903219214 scopus 로고    scopus 로고
    • For an additional example of diastereoselective cross-couplings of secondary alkyl trifluoroborates, see
    • A. Bonet, M. Odachowski, D. Leonori, S. Essafi, V. K. Aggarwal, Nat. Chem. 2014, 6, 584-589. For an additional example of diastereoselective cross-couplings of secondary alkyl trifluoroborates, see:
    • (2014) Nat. Chem. , vol.6 , pp. 584-589
    • Bonet, A.1    Odachowski, M.2    Leonori, D.3    Essafi, S.4    Aggarwal, V.K.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.