Molecules 2008, 13(2), 319-330; doi:10.3390/molecules13020319

Nitroalkanes as Central Reagents in the Synthesis of Spiroketals

1,* email, 1email and 2email
Received: 8 January 2008; in revised form: 2 February 2008 / Accepted: 4 February 2008 / Published: 7 February 2008
(This article belongs to the Special Issue Spiro Compounds)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: Nitroalkanes can be profitably employed as carbanionic precursors for theassembly of dihydroxy ketone frameworks, suitable for the preparation of spiroketals. Thecarbon-carbon bond formation is carried out exploiting nitroaldol and Michael reactions,while the nitro to carbonyl conversion (Nef reaction) ensures the correct introduction of theketo group. Several spiroketal systems endowed with considerable biological activity canbe prepared using this synthetic strategy.
Keywords: Conjugate addition; Nef reaction; nitroaldol reaction; nitroalkanes; spiroketals.
PDF Full-text Download PDF Full-Text [89 KB, uploaded 18 June 2014 19:27 CEST]

Export to BibTeX |

MDPI and ACS Style

Ballini, R.; Petrini, M.; Rosini, G. Nitroalkanes as Central Reagents in the Synthesis of Spiroketals. Molecules 2008, 13, 319-330.

AMA Style

Ballini R, Petrini M, Rosini G. Nitroalkanes as Central Reagents in the Synthesis of Spiroketals. Molecules. 2008; 13(2):319-330.

Chicago/Turabian Style

Ballini, Roberto; Petrini, Marino; Rosini, Goffredo. 2008. "Nitroalkanes as Central Reagents in the Synthesis of Spiroketals." Molecules 13, no. 2: 319-330.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert