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All new compounds gave spectroscopic data in agreement with the assigned structures
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9. All new compounds gave spectroscopic data in agreement with the assigned structures.
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4) and concentrated in vacuo.
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4) and concentrated in vacuo. Purification by silica gel chromatography gave the aldol adducts.
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11. For previous examples of low levels of 1,5-asymmetric induction observed in the boron aldol reactions of β-oxygenated methyl ketones under substrate control, see ref 3. Masamune has reported a highly selective aldol coupling in the context of the synthesis of calyculin A, which leads to a 1,5-anti relationship. However, here reinforcing Felkin-Anh control from the chiral aldehyde partner is likely to be important. Tanimoto, N.; Gerritz, S. W.; Sawabe, A.; Noda, T.; Filla, S. A.; Masamune, S. Angew. Chem., Int. Ed. Engl. 1994, 33, 673.
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