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The acylation of the (±)-spiro-γ-lactone 1 lithium enolate (3equiv) by the O-TBDMS methyl (−)-(S)-lactate, the O-TBDMS methyl (+)-(S)-mandelate, or the diacetone-d-glucose carbonate (1equiv each) occurs with a kinetic resolution. The (S,S)-enolate is the most reactive with the lactate and it is the (R,R)-enolate, which selectively reacts with the mandelate or the DAG carbonate. After alkylation of...
The titanium tetrachloride mediated reaction of the cis,cis-2,6-dimethyl-1,8-bis(trimethylsilyl)-2,6-octadiene with oxalyl chloride yielded 1-hydroxy-4-methyl-8-(1-propen-2-yl)bicyclo[3.3.0]oct-3-en-2-one of which the structure was confirmed by X-ray crystallographic analysis.
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