Simple Stereoselective Synthesis of Unsaturated Lactone Intermediates and Their Conversion into Natural Dihydropyranones and Their Enantiomers#

Title:Simple Stereoselective Synthesis of Unsaturated Lactone Intermediates and Their Conversion into Natural Dihydropyranones and Their Enantiomers#

Volume: 10 Issue: 5

Author(s): Digambar Balaji Shinde, Boddu Shashi Kanth, Avula Satyakumar, V.T. Kamble and Biswanath Das

Affiliation:

Keywords: Lactone intermediates, Wittig olefination, maruoka asymmetric allylation, 6 -(R)-4-oxopent-2-enyl 5, 6-dihydro- 2H-pyran-2-one, (R)- rugulactone, enantiomer.

Abstract: The stereoselective synthesis of the unsaturated lactone intermediates, (S) - and (R)-2-(6-oxo-3, 6-dihydro-2Hpyran- 2-yl) acetaldehydes has been accomplished from propane 1,3 diol employing Maruoka asymmetric allylation and ring closing metathesis reaction. The intermediates were converted into two natural dihydropyranones, 6 (R)-4-oxopent-2- enyl 5,6-dihydro-2H-pyran-2-one and (R)- rugulactone and their enantiomers through Wittig olefination.

Cite this article as:

Shinde Digambar Balaji, Kanth Boddu Shashi, Satyakumar Avula, Kamble V.T. and Das Biswanath, Simple Stereoselective Synthesis of Unsaturated Lactone Intermediates and Their Conversion into Natural Dihydropyranones and Their Enantiomers#, Letters in Organic Chemistry 2013; 10 (5) . https://dx.doi.org/10.2174/1570178611310050003