Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000083.xml
Synlett 2014; 25(1): 153-154
DOI: 10.1055/s-0033-1340155
DOI: 10.1055/s-0033-1340155
spotlight
Acetaldehyde: Use in Organocatalysis
Further Information
Publication History
Publication Date:
19 November 2013 (online)

Introduction
Acetaldehyde is a small organic molecule and the simplest enolazable aldehyde. It is an important synthon for the construction of β-amino acid derivatives, α-hydroxy ketones, and so forth, if suitable reagents are employed. Despite this versatility, the use of acetaldehyde can be complicated due to its tendency to oligomerize or polymerize.
Recently, several research groups reported the multifarious utility of acetaldehyde in many diverse asymmetric organocatalytic transformations by controlling the reactivity of acetaldehyde.[1] The reactions furnished the corresponding products in high yields with stereoselectivities. An overview of typical applications of acetaldehyde is shown in Scheme [1].


-
References
- 1 Alcaide B, Almendros P. Angew. Chem. Int. Ed. 2008; 47: 4632
- 2 Yang JW, Chandler C, Stadler M, Kampen D, List B. Nature 2008; 452: 453
- 3 Hayashi Y, Itoh T, Aratake S, Ishikawa H. Angew. Chem. Int. Ed. 2008; 47: 2082
- 4 Hayashi Y, Okano T, Itoh T, Urushima T, Ishikawa H, Uchimaru T. Angew. Chem. Int. Ed. 2008; 47: 9053
- 5 Kano T, Yamaguchi Y, Maruoka K. Angew. Chem. Int. Ed. 2009; 48: 1838
- 6 Chandler C, Galzerano P, Michrowska A, List B. Angew. Chem. Int. Ed. 2009; 48: 1978
- 7 Coeffard V, Desmarchelier A, Morel B, Moreau X, Greck C. Org. Lett. 2011; 13: 5778
- 8 Jin MY, Kim SM, Han H, Ryu DH, Yang JW. Org. Lett. 2011; 13: 880
- 9 Kim SM, Jin MY, Kim MJ, Cui Y, Kim YS, Zhang L, Song CE, Ryu DH, Yang JW. Org. Biomol. Chem. 2011; 9: 2069