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Tandem zirconocene homologation-aldimine allylation

Wipf, P and Kendall, C (2001) Tandem zirconocene homologation-aldimine allylation. Organic Letters, 3 (17). 2773 - 2776. ISSN 1523-7060

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Abstract

(Equation presented) Hydrozirconation of internal and terminal alkynes followed by in situ transmetalation to dimethylzinc and treatment with diiodomethane leads to chain extended allylic organometallics. Addition to N-phosphinoyl or N-sulfonyl aldimines provides homoallylic amines in 48-87% yield and 3:2 to >20:1 diastereomeric ratios favoring anti-products.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Wipf, Ppwipf@pitt.eduPWIPF
Kendall, C
Date: 23 August 2001
Date Type: Publication
Journal or Publication Title: Organic Letters
Volume: 3
Number: 17
Page Range: 2773 - 2776
DOI or Unique Handle: 10.1021/ol0163880
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1523-7060
PubMed ID: 11506631
Date Deposited: 13 Feb 2014 19:01
Last Modified: 02 Feb 2019 15:56
URI: http://d-scholarship.pitt.edu/id/eprint/20481

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