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

Plain Text (licence) Available under License : See the attached license file. Download (1kB)

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.

---

Share

Citation/Export:	Select format... Citation - Text Citation - HTML Endnote BibTex Dublin Core OpenURL MARC (ISO 2709) METS MODS EP3 XML Reference Manager Refer
Social Networking:	Share |

---

Details

Item Type:	Article
Status:	Published
Creators/Authors:	Creators Email Pitt Username ORCID Wipf, P pwipf@pitt.edu PWIPF 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-dev.library.pitt.edu/id/eprint/20438

---

Metrics

Monthly Views for the past 3 years

Plum Analytics

Altmetric.com

---

Actions (login required)

View Item