The stereochemical assignment of the 1,2-Diphenylbut-3-en-1-ols, (1RS,2RS,3RS)- and (1RS,2RS,3SR)-3,4-Epoxy-1,2-diphenylbutan-1-ols and (2RS,3SR)- and (2RS,3RS)-3,4-Epoxy-1,2-diphenylbutan-1-ones and crystal structure of (1RS,2RS,3RS)-3,4-Epoxy-1,2-diphenylbutan-1-ol
- 1 January 1984
- journal article
- Published by CSIRO Publishing in Australian Journal of Chemistry
- Vol. 37 (1) , 65-72
- https://doi.org/10.1071/ch9840065
Abstract
The reaction of the Grignard compound formed from (E)-3-chloro-1-phenylprop-1-ene (2a) with benzaldehyde has been studied and conditions found which allow for the efficient preparation of the diastereoisomeric homoallylic alcohols (4) and (5). The relative stereochemistry of these alcohols along with (1RS,2RS,3RS)- and (1RS,2RS,3SR)-3,4-epoxy-1,2-diphenylbutan-1-ol (6) and (7) and (2RS,3SR)- and (2RS,3RS)-3,4-epoxy-1,2-diphenylbutan-1-ones (8) and (10) has been established and the crystal structure of (1RS,2RS,3RS)-3,4-epoxy-1,2-diphenylbutan-1-ol determined.Keywords
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