Publication:
Stereoselective sulfonate aldol reactions: Asymmetric synthesis of α,β-substituted β-hydroxy sulfonates

Issued Date

2007-10-01

Resource Type

Article

ISSN

09365214

DOI

10.1055/s-2007-986642

Other identifier(s)

2-s2.0-35349004805

Rights

Mahidol University

Rights Holder(s)

SCOPUS

Bibliographic Citation

Synlett. No.16 (2007), 2529-2532

Suggested Citation

Wacharee Harnying, Wipaporn Kitisriworaphan, Manat Pohmakotr, Dieter Enders Stereoselective sulfonate aldol reactions: Asymmetric synthesis of α,β-substituted β-hydroxy sulfonates. Synlett. No.16 (2007), 2529-2532. doi:10.1055/s-2007-986642 Retrieved from: https://repository.li.mahidol.ac.th/handle/20.500.14594/24334

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Title

Stereoselective sulfonate aldol reactions: Asymmetric synthesis of α,β-substituted β-hydroxy sulfonates

Author(s)

Wacharee Harnying
 Wipaporn Kitisriworaphan
 Manat Pohmakotr
 Dieter Enders

Other Contributor(s)

Khon Kaen University
 Mahidol University
 Rheinisch-Westfalische Technische Hochschule Aachen

Abstract

An efficient asymmetric synthesis of β-hydroxy sulfonates is described via stereocontrolled aldol reactions of sulfonates using 1,2:5,6-di-O- isopropylidene-α-D-allofuranose as the chiral auxiliary. The aldol reactions with aromatic aldehydes yielded predominantly syn adducts in very good yields and excellent diastereo- and enantiomeric excesses (de, ee ≥98%). © Georg Thieme Verlag Stuttgart.

Keyword(s)

Chemistry

Availability

URI

https://repository.li.mahidol.ac.th/handle/20.500.14594/24334

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Scopus 2006-2010