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. 2014 Oct 17;79(21):10296–10302. doi: 10.1021/jo501914w

Table 2. Selective 4π and 6π Electrocyclizations of Dienyl Diketones 1a.

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a

Reaction conditions: nucleophile (1 equiv) was added to substrate in THF (1 M), and the reaction was monitored by TLC or NMR.

b

Product is formed by Nazarov cyclization followed by DABCO elimination.

c

Twenty percent of 2H-pyran product 3g was also observed.

d

Product obtained as an inseparable mixture of diastereoisomers: 1.2:1 dr (2g) and 6:1 dr (2h) as determined by 1H NMR spectroscopy.