Finding the starting materials for a cyclobutanone synthesis
المؤلف:
Jonathan Clayden , Nick Greeves , Stuart Warren
المصدر:
ORGANIC CHEMISTRY
الجزء والصفحة:
ص899-900
2025-07-23
427
Finding the starting materials for a cyclobutanone synthesis
The disconnection of a four-membered ring is very simple—you just split in half and draw the two alkenes. There may be two ways to do this.

Both sets of starting materials look all right—the regiochemistry is correct for the first and doesn’t matter for the second. However, we prefer the second because we can control the stereochemistry by using cis-butene as the alkene and we can make the reaction work better by using dichloroketene instead of ketene itself, reducing out the chlorine atoms with zinc.
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