A CONVENIENT LARGE-SCALE SYNTHESIS OF 2-HYDROXY-3-PINANONE

Authors
KRISHNAMURTHY V LANDI JJ ROTH GP
Citation
V. Krishnamurthy et al., A CONVENIENT LARGE-SCALE SYNTHESIS OF 2-HYDROXY-3-PINANONE, Synthetic communications, 27(5), 1997, pp. 853-860
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthetic communications → ACNP
ISSN journal
00397911
Volume
27
Issue
5
Year of publication
1997
Pages
853 - 860
Database
ISI
SICI code
0039-7911(1997)27:5<853:ACLSO2>2.0.ZU;2-E
Abstract
A convenient large scale synthesis of 2-hydroxy-3-pinanone from readil y available alpha-pinene has been developed. This two step method invo lves the diastereoselective dihydroxylation of alpha-pinene and subseq uent oxidation of pinanediol to the hydroxyketone. The key advantages of this method, which allows access to large quantities of this import ant chiral auxiliary, are high yield and ease of operation.