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2005
Ring closure reactions
O 0130
Ruthenium-Catalyzed Cycloisomerization of Diynols. — The title reaction reprea novel chemoselective alternative to aldol condensation reactions. Tertiary and
33- 045 sents
secondary propargylic alcohol diynes cycloisomerize in the presence of a ruthenium
catalyst to yield α,β,γ,δ-unsaturated aldehydes and ketones. In the case of secondary
propargylic alcohol diynes, stable (E)-dienones are formed as single geometric isomers.
Cyclization takes also place in the case of primary propargylic alcohol diynes. However, in addition to the expected products, formally hydrated cyclized products are isolated (to be continued). — (TROST*, B. M.; RUDD, M. T.; J. Am. Chem. Soc. 127
(2005) 13, 4763-4776; Dep. Chem., Stanford Univ., Stanford, CA 94305, USA; Eng.)
— Klein
2005
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