Total Synthesis of Modhephene

DOI: 10.1021/jo00350a057

Source and publish data:

Journal of Organic Chemistry p. 5727 - 5731 (1985)

Update date:2022-08-16

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Authors:

Mundy, Bradford P.

Wilkening, David

Lipkowitz, Kenneth B.

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Article abstract of DOI:10.1021/jo00350a057

A new approach to the natural propellane modhephene is described.Critical to the success of this synthesis was a dianion-mediated cyclopentannulation procedure, a heteroatom-assisted stereoselective hydrogenation, a regioselective lactonization, and a dimethylation of a carbonyl.

Full text of DOI:10.1021/jo00350a057

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Product name:(1S)-1,4,4,6-tetramethyl-2,3-dihydro-1H,4H-3a,6a-propanopentalene

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