Azetidine based ligands in boron catalyzed asymmetric Diels-Alder reactions Version 4.0

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Article 16 of 38

Azetidine based ligands in boron catalyzed asymmetric Diels-Alder reactions
Starmans WAJ, Walgers RWA, Thijs L, de Gelder R, Smits JMM, Zwanenburg B
TETRAHEDRON 54: (19) 4991-5004 MAY 7 1998

Document type: Article

Language: English

Cited References: 19

Times Cited: 3

Abstract:
The preparation of a new class of azetidine-based auxiliaries and their selectivity in the BBr3 catalyzed Diets-Alder reaction is described. The results are compared with a similar proline-derived ligand and a known prolinol auxiliary. Results show that selectivities are highly dependent on the dienophile and the substituent of the chiral auxiliary. (C) 1998 Elsevier Science Ltd. All rights reserved.

KeyWords Plus:
METHACROLEIN, ACIDS, CYCLOPENTADIENE, COMPLEXES, DESIGN

Addresses:
Zwanenburg B, Catholic Univ Nijmegen, Dept Organ Chem, NSR Ctr Mol Struct Design & Synth, Toernooiveld 1, NL-6525 ED Nijmegen, Netherlands.
Catholic Univ Nijmegen, Dept Organ Chem, NSR Ctr Mol Struct Design & Synth, NL-6525 ED Nijmegen, Netherlands.
Catholic Univ Nijmegen, Dept Inorgan Chem, NSR Ctr Mol Struct Design & Synth, NL-6525 ED Nijmegen, Netherlands.

Publisher:
PERGAMON-ELSEVIER SCIENCE LTD, OXFORD

IDS Number:
ZJ373

ISSN:
0040-4020

Article 16 of 38