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Volumn 34, Issue 7, 1995, Pages 787-789

Highly Stereoselective Allylation of Benzaldehyde: Generation of a Stereochemically Defined Allylzinc Species from a π‐Allylpalladium Intermediate and Diethylzinc

Author keywords

allylation; umpolung; zinc compounds; allylpalladium compounds

Indexed keywords


EID: 33748223152     PISSN: 05700833     EISSN: 15213773     Source Type: Journal    
DOI: 10.1002/anie.199507871     Document Type: Article
Times cited : (72)

References (20)
  • 3
    • 84985606645 scopus 로고    scopus 로고
    • Preparation of trans‐ and cis‐carveols (100 and 98% purity, respectively) will be reported elsewhere.
  • 9
    • 84985568173 scopus 로고    scopus 로고
    • (Formula Presented.) A σ‐allylpalladium(II) species such as cis‐8 and cis‐9 may also be responsible for the allylation of aldehyde. However, cis‐8 is expected to be at best poorly nucleophilic, by analogy with the reaction behavior of related complexes[9], and cis‐9 is not capable of forming a cyclic transition state like I, since the palladium metal is negatively charged.
  • 11
  • 15
    • 84985580729 scopus 로고    scopus 로고
    • −). Further studies to clarify mechanistic details are in progress.
  • 19
    • 84985571022 scopus 로고    scopus 로고
    • Allylation under similar conditions is possible with allylic sulfides (, unpulished results).
    • Tamaru, Y.1    Tanaka, A.2
  • 20
    • 84985606560 scopus 로고
    • For allylation with allylic sulfones, see, J. Chem. Soc. Chem. Commun.
    • (1994) , pp. 1095-1096
    • Clayden, J.1    Julia, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.