Tetrahedron Letters p. 581 - 584 (1982)
Update date:2022-08-04
Topics:
Clemo, Nicholas G.
Pattenden, Gerald
Lithium diisoprpylamide (LDA) removes the α-proton from the O-methyl tetronic acid (2b) leading to the vinylic carbanion (12), whereas treatment of the trimethylsilyl derivative (14) with LDA, followed by reaction with aldehydes gives products resulting from both γ- and ε-addition; the directed metallations provide access to a range of 4-oxy-2-furanone derivatives found amongst natural products.
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