Marsh, Richard E.Schaefer, William P.Kukkola, Paivi J.Myers, Andrew2009-06-261992Marsh, Richard E., William P. Schaefer, Paivi J. Kukkola and Andrew G. Myers. 1992. A chiral n-crotonyloxazolidinone diels-alder adduct. Acta Crystallographica Section C: Crystal Structure Communications C48(9): 1622-1624.0108-2701http://nrs.harvard.edu/urn-3:HUL.InstRepos:3122539(4S)-4-Benzyl-3-[(4S,5S)-(1-methoxy-5-methylcyclohexen-4-yl) carbonyl]-2-oxazolidinone, C<sub>19</sub>H<sub>23</sub>NO<sub>4</sub>, <i>M</i>,=329.40, monoclinic, <i>P</i>2<sub>1</sub>, <i>a</i>=11.453(3), <i>b</i>=7.163(4), <i>c</i>=11.929(2)A, beta=111.86(2)<sup>o</sup>, <i>V</i>=908.3(5)A<sup>3</sup>, <i>Z</i>=2, <i>D</i>x=1.20 g cm <sup>-3</sup>, wavelength(Mo <i>K</i>a)=0.71073/~, <i>u</i>=0.79 cm<sup>-1</sup>, F(000)=352, <i>T</i>=297K, <i>R</i>=0.034 for 885 reflections with <i>F</i><sub>0</sub><sup>2</sup> greater than 0. The molecule is extended in the crystal; there is a small twist, -13.1 (2)<sup>o</sup>, about the amide-like C--N bond joining the oxazolidinone ring to the carbonyl group. The configurations at the two optical centers in the cyclohexene ring confirm the anticipated stereospecificity of the Diels-Alder cycloaddition synthesis.en-USA Chiral N-Crotonyloxazolidinone Diels-Alder AdductJournal Article10.1107/S0108270192000738