C2-SYMMETRIC BICYCLIC DIOLS AS CHIRAL LIGANDS IN THE TITANATE-CATALYZED 
ENANTIOSELECTIVE ADDITION OF ALKYLZINC REAGENTS TO ALDEHYDES

Waldmann, Herbert; WEIGERDING, M; DREISBACH, C; WANDREY, C

doi:10.1002/hlca.19940770803

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C2-SYMMETRIC BICYCLIC DIOLS AS CHIRAL LIGANDS IN THE TITANATE-CATALYZED ENANTIOSELECTIVE ADDITION OF ALKYLZINC REAGENTS TO ALDEHYDES

Waldmann, H., WEIGERDING, M., DREISBACH, C., & WANDREY, C. (1994). C2-SYMMETRIC BICYCLIC DIOLS AS CHIRAL LIGANDS IN THE TITANATE-CATALYZED ENANTIOSELECTIVE ADDITION OF ALKYLZINC REAGENTS TO ALDEHYDES. HELVETICA CHIMICA ACTA, 77(8), 2111-2116. doi:10.1002/hlca.19940770803.

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Item Permalink: https://hdl.handle.net/11858/00-001M-0000-0014-9C80-4 Version Permalink: https://hdl.handle.net/11858/00-001M-0000-0014-9C87-5

Genre: Journal Article

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Creators:
Waldmann, Herbert¹, Author
WEIGERDING, M², Author
DREISBACH, C², Author
WANDREY, C², Author

Affiliations:
1Abt. IV: Chemische Biologie, Max Planck Institute of Molecular Physiology, Max Planck Society, ou_1753290
2external, ou_persistent22

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Free keywords: DIELS-ALDER REACTIONS; DIETHYLZINC; ESTERS

Abstract: Enantiomerically pure C-2-symmetric 1,4-diols embodying bicyclic C-frameworks were synthesized by means of asymmetric carbo-Diels-Alder reactions as key steps (Scheme 1). They were investigated as chiral ligands in the enantioselective addition of ZnEt(2) to aromatic aldehydes. In the presence of 20-40 mol-% of the titanates formed from these diols and [Ti(i-PrO)(4)] at -78 degrees, the respective 1-arylpropanols were obtained with enantiomer ratios up to 93:7(Scheme 2, Table).

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Language(s): eng - English

Dates: Date issued: 1994

Publication Status: Issued

Pages: 6

Publishing info: -

Table of Contents: -

Rev. Type: Peer

Identifiers: ISI: A1994PY60600002
DOI: 10.1002/hlca.19940770803

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Title: HELVETICA CHIMICA ACTA

Source Genre: Journal

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Publ. Info: Weinheim : WILEY-VCH

Pages: - Volume / Issue: 77 (8) Sequence Number: - Start / End Page: 2111 - 2116 Identifier: ISSN: 0018-019X