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:	Creators Email Pitt Username ORCID Wipf, P pwipf@pitt.edu PWIPF 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-dev.library.pitt.edu/id/eprint/20481

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