Parrish, David

McDaniel, Anthony H., 291 Newman, Leonard, xi O Brien, Robert J., 323 Parrish, David D., 243 Shetter, Richard E., 291 Springston, Stephen R., 101 Stimpfle, Richard M., 133 Tanner, Roger L., 229 Wakabayashi, Paul, 211 Westberg, Hal, 275 Zimmerman, Pat, 275... 

We would like to thank David Firestone of the Division of Chemistry and Physics, FDA for providing us with samples of TCDD, Klaus Bie-mann and Charles Hignite of the Department of Chemistry, Massachusetts Institute of Technology for assistance in the early stages of this work, David Parrish of the Department of Chemistry, Harvard University for assistance in developing the MS—9—CAT system, and William Doering of the Department of Chemistry, Harvard University for the use of laboratory facilities. This work was supported by the Herbicide Assess-... 

Submitted by Zoltan G. Hajos1 and David R. Parrish. Checked by Stuart Remington, David Lust, and Gabriel Saucy. 

Zoltan G. Hajos and David R. Parrish 26 (+)-(7aS)-2,3,7,7a-TETRAHYDRO-7a-METHYL-1H- INDENE-1,5-( 6H)-DIONE... 

Around 1970, chemists at Schering (Ulrich Eder, Gerhard Sauer, Rudolf Wiechert) and concurrently at Hoffmann-La Roche (Zoltan Hajos, David Parrish) had found an improved Michael addition of 2-ethylcyclopentane-l,3-di-one [61] to methyl vinyl ketone. If water is used in place of methanol, and catalytic amounts of potassium hydroxide are present, then the yield is increased from 54 to 81%. [62, 63] The higher homologues can be synthesised in an analogous manner as well. [64] Robinson annulation, in presence of 30 mole% proline, leads in good yield to a bicydic hydroxy-ketone. After dehydration, crystallisation and reduction with sodium borohydride, the enantiomerically pure bicydic ketone is obtained, which is required for Coreys synthesis. 

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