cheminform abstract: strategic applications of baylis—hillman adducts to general syntheses of...

ChemInform 2012, 43, issue 17 © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Azetidine derivatives R 0045 DOI: 10.1002/chin.201217102 Strategic Applications of Baylis—Hillman Adducts to General Syntheses of 3-Nitroazetidines. — Base-promoted reaction of Baylis—Hillman alcohols (II) with phosphoramidates (I) provides access to 2-aryl-3-nitroazetidines (III) as single trans- -diastereomers. The corresponding Baylis—Hillman aldehydes (IV) and (VII) can also be applied to this reaction. Furthermore, in the presence of ionic liquids (V) and (VIII), resp., their nucleophilic anions can take part in this cyclization to furnish trisubstituted azetidines (VI) and (IX), resp., as single diastereomers. The reaction mechanism is dis- cussed. — (RAI, A.; YADAV*, L. D. S.; Org. Biomol. Chem. 9 (2011) 23, 8058-8061, http://dx.doi.org/10.1039/c1ob06274c ; Dep. Chem., Univ. Allahabad, Allahabad 211 002, India; Eng.) — Mischke 17- 102

Upload: ankita-rai

Post on 10-Aug-2016

212 views

Category:

Documents

0 download

Report

Download

Embed Size (px):

TRANSCRIPT

Page 1: ChemInform Abstract: Strategic Applications of Baylis—Hillman Adducts to General Syntheses of 3-Nitroazetidines

Azetidine derivativesR 0045 DOI: 10.1002/chin.201217102

Strategic Applications of Baylis—Hillman Adducts to General Syntheses of 3-Nitroazetidines. — Base-promoted reaction of Baylis—Hillman alcohols (II) with phosphoramidates (I) provides access to 2-aryl-3-nitroazetidines (III) as single trans--diastereomers. The corresponding Baylis—Hillman aldehydes (IV) and (VII) can also be applied to this reaction. Furthermore, in the presence of ionic liquids (V) and (VIII), resp., their nucleophilic anions can take part in this cyclization to furnish trisubstituted azetidines (VI) and (IX), resp., as single diastereomers. The reaction mechanism is dis-cussed. — (RAI, A.; YADAV*, L. D. S.; Org. Biomol. Chem. 9 (2011) 23, 8058-8061, http://dx.doi.org/10.1039/c1ob06274c ; Dep. Chem., Univ. Allahabad, Allahabad 211 002, India; Eng.) — Mischke

17- 102

Baylis & Smith

BMC Connector Cable - Baylis Medical

NRG Transseptal Needle - Baylis Medical

Baylis Revision Complete

Chapter 5. DNA Adducts and Their Consequences

LILIan bayLIS tEChnOLOGy SChOOL SIxth fORm

The Baylis –Hillman Reaction and Related Modifications

Recent Developments of the Morita-Baylis-Hillman Reactionfranklin.chem.colostate.edu/emferr/Ferreira_Research...Recent Developments of the Morita-Baylis-Hillman Reaction Erin Stache

Aluminium and gallium trihalide adducts of 2,4,6

Derivatives and Morita-Baylis-Hillman Adducts: In Vitro

Asymmetric Substitutions of O-Boc-Protected Morita-Baylis ...S6 Typical procedure for the preparation of Boc-protected Morita-Baylis-Hillman adducts. To an ice-water cooled solution