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Dimethylzinc-mediated addition of alkenylzirconocenes to α-keto and α-imino esters

Wipf, P and Stephenson, CRJ (2003) Dimethylzinc-mediated addition of alkenylzirconocenes to α-keto and α-imino esters. Organic Letters, 5 (14). 2449 - 2452. ISSN 1523-7060

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Abstract

(Matrix presented) Hydrozirconation of alkynes followed by in situ transmetalation to dimethylzinc and 1,2-addition to activated ketones and N-diphenylphosphinoylimines leads to tertiary allylic alcohols and amines in high overall yield. With 8-phenylmenthol as the chiral auxiliary, si-face attack proceeds in good to excellent diastereoselectivities.


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Details

Item Type: Article
Status: Published
Creators/Authors:
CreatorsEmailPitt UsernameORCID
Wipf, Ppwipf@pitt.eduPWIPF
Stephenson, CRJ
Date: 10 July 2003
Date Type: Publication
Journal or Publication Title: Organic Letters
Volume: 5
Number: 14
Page Range: 2449 - 2452
DOI or Unique Handle: 10.1021/ol0347141
Schools and Programs: Dietrich School of Arts and Sciences > Chemistry
Refereed: Yes
ISSN: 1523-7060
PubMed ID: 12841752
Date Deposited: 31 Jan 2014 21:07
Last Modified: 02 Feb 2019 15:56
URI: http://d-scholarship.pitt.edu/id/eprint/20438

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