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Volumn , Issue 32, 2009, Pages 5487-5500

Divalent and multivalent activation in phosphate triesters: A versatile method for the synthesis of advanced polyol synthons

Author keywords

Cuprates; Metathesis; Phosphate; Protecting groups; Tether

Indexed keywords


EID: 70549098851     PISSN: 1434193X     EISSN: 10990690     Source Type: Journal    
DOI: 10.1002/ejoc.200900560     Document Type: Review
Times cited : (23)

References (80)
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    • Eds.: F. Diederich, P.J. Stang, Wiley-VCH, Weinheim
    • c) L. R. Cox, S. V. Ley, in: Templated Organic Synthesis (Eds.: F. Diederich, P.J. Stang), Wiley-VCH, Weinheim, 2000, pp. 275-395.
    • (2000) Templated Organic Synthesis , pp. 275-395
    • Cox, L.R.1    Ley, S.V.2
  • 9
  • 34
    • 70549100535 scopus 로고    scopus 로고
    • note
    • N2′-allylic displacement mechanism. Use of meso-1 would be required to access these two diastereomers.
  • 41
    • 0003536850 scopus 로고
    • Pergamon Press, Oxford
    • It is known that when oxygen lone pairs occupy a trans-app position to an adjacent polar bond (P-OR), they donate electron density from their lone pair orbital, n, to the antibonding O-P σ*, thus weakening the P=O bond and increasing the basicity at O. Conversely, lack of app lone pairs imparts orthogonal stability to hydrolysis with acid; a) P. Deslongchamps, Stereoelectronic Effects in Organic Chemistry, Pergamon Press, Oxford, 1983;
    • (1983) Stereoelectronic Effects in Organic Chemistry
    • Deslongchamps, P.1
  • 43
    • 23044505158 scopus 로고
    • Mechansim and catalysis of nucleophilic substitution in phosphate esters
    • Academic Press, Inc.
    • G. R. J. Thatcher, R. Kluger, Mechansim and Catalysis of Nucleophilic Substitution in Phosphate Esters, in: Adv. Phys. Org. Chem., Academic Press, Inc., vol.25, 1989.
    • (1989) Adv. Phys. Org. Chem. , vol.25
    • Thatcher, G.R.J.1    Kluger, R.2
  • 59
    • 70549101660 scopus 로고    scopus 로고
    • [41]
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  • 60
    • 70549097645 scopus 로고    scopus 로고
    • TBDPS was unexpectedly removed during the 3-step protocol
    • TBDPS was unexpectedly removed during the 3-step protocol.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.