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It should be noted that we have not rigorously established the configuration of 10, as we were unable to obtain crystals suitable for X-ray crystallographic analysis. However, the preferred stereochemical outcome of acetate aldol reactions with Oppolzer sultam 8 is well established (see, for example, refs. [27,28]). In addition, we have been able to unambiguously determine the configuration of the major aldol product obtained from 8 and an aldehyde closely related to 7 as S (unpublished results). In the light of these facts, it is safe to assume that 10 has the desired S configuration.
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The ee of the allylation product 25 was determined by Mosher ester analysis to be 94 %. The optical rotation of the TBS-analogue of aldehyde 27 (obtained from 25 through TBS-protection and ozonolysis) matched that of material prepared by the Oppolzer sultam approach (unpublished data).
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The ee of the allylation product 25 was determined by Mosher ester analysis to be 94 %. The optical rotation of the TBS-analogue of aldehyde 27 (obtained from 25 through TBS-protection and ozonolysis) matched that of material prepared by the Oppolzer sultam approach (unpublished data).
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