Abstract
Synthesis of O‐Protected (R)‐2‐Hydroxy Aldehydes and Their HydrocyanationThe synthesis of O‐silyl‐ and O‐benzyl‐protected (R)‐2‐hydroxy aldehydes (R)‐6 from (R)‐2‐hydroxy carboxylic acids (R)‐1 is described. While attempts for their diastereoselective hydrocyanation with hydrocyanic acid and (R)‐oxynitrilase as catalyst have not been successful, the cyano silylation with trimethylsilyl cyanide occurred diastereoselectively with a ratio of 81 : 19 preferring the threo form without racemization at C‐2 of the 2‐hydroxy aldehyde.
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Dates
Type | When |
---|---|
Created | 18 years, 1 month ago (July 2, 2007, 1:12 p.m.) |
Deposited | 1 year, 9 months ago (Nov. 23, 2023, 10:18 a.m.) |
Indexed | 1 year, 9 months ago (Nov. 23, 2023, 7:20 p.m.) |
Issued | 34 years, 1 month ago (July 1, 1991) |
Published | 34 years, 1 month ago (July 1, 1991) |
Published Online | 19 years, 7 months ago (Jan. 23, 2006) |
Published Print | 34 years, 1 month ago (July 1, 1991) |
@article{Effenberger_1991, title={Darstellung O‐geschützter (R)‐2‐Hydroxyaldehyde und ihre Hydrocyanierung}, volume={124}, ISSN={0009-2940}, url={http://dx.doi.org/10.1002/cber.19911240728}, DOI={10.1002/cber.19911240728}, number={7}, journal={Chemische Berichte}, publisher={Wiley}, author={Effenberger, Franz and Hopf, Martin and Ziegler, Thomas and Hudelmayer, Jochen}, year={1991}, month=jul, pages={1651–1659} }