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Journal ArticleDOI

Total Synthesis of L-Allose, L-Talose, and Derivatives

Yves Auberson, +1 more
- 15 Mar 1989 - 
- Vol. 72, Iss: 2, pp 278-286
TLDR
In this article, the ketones (+)-1 and (−)-1 were derived from furan and 1-cyanovinyl (1S)-camphanate, respectively.
Abstract
(1S, 4R, 5S, 6S)-5-exo, 6-exo-(Isopropylidenedioxy)-7-oxabicyclo[2.2.1]heptan-2-one ((−)-1) was transformed with high stereoselectivity to L-allose. Similarly, enantiomer (+)-1 was transformed into L-talose. The ketones (+)-1 and (−)-1 were derived from furan and 1-cyanovinyl (1S)-camphanate and 1-cyanovinyl (1R)-camphanate, respectively.

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Citations
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Journal ArticleDOI

Derivatives of 7-oxabicyclo[2.2.1]heptane in nature and as useful synthetic intermediates

TL;DR: In this article, Diels-alder-reaction and opening metathesis polymerization are used for diastereoselective bis-hydroxylation and total synthesis.
Book ChapterDOI

Using Ring-Opening Reactions of Oxabicyclic Compounds as a Strategy in Organic Synthesis

TL;DR: In this paper, various methods for the preparation of oxabicyclic compounds, with an emphasis on the stereo and enantioselective synthesis of these substances, are discussed.
Journal ArticleDOI

Total, Asymmetric-Synthesis of Deoxypolyoxin-C

TL;DR: In this article, the authors presented a method to solve the problem of gender discrimination in the context of the LGSA-ARTICLE-1990-011, which was created on 2005-11-09, modified on 2017-05-12.
References
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Journal ArticleDOI

Double Asymmetric Synthesis and a New Strategy for Stereochemical Control in Organic Synthesis

TL;DR: In this article, it is shown that double asymmetric induction can be analyzed in terms of the single asymmetric reactions of each of the two chiral reactants, and a new strategy based on this rule for the predictable creation of new chiral centers is discussed and the use of this strategy for the synthesis of sugars and macrolides is presented.
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