Synthesis of cyclopropanes, cyclobutanes and 6 MR's

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10 Terms

1
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what are the 3 methods used to form cyclopropanes

irreversible cyclisation

addition of carbenes to alkenes

addition of carbenoids to alkenes

2
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what are carbenes

extremely reactive, must be generated in situ, can have a singlet or triplet ground state depending on its substituent

3
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what are singlet carbenes

both electrons in one orbital, R = EWG halogen

4
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what are triplet carbenes

one e- in each orbital with same or diff spin, R - EDG alkyl

5
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alpha-elimination

used when cyclopropane synthesised using singlet carbene

6
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how are cyclopropanes synthesised using triplet carbene

via decomposition of diazo compounds

7
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what are carbenoids

metal bound species that exhibit carbene like reactivity, they’re typically more stable and more selective than free carbenes

8
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what are the different methods for synthesising cyclobutanes?

irreversible cyclisation, 2+2 cycloaddition

9
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what are the different methods for synthesising 6 MR’s?

irreversible cyclisation, reversible cyclisation, robinson annulation, diels alder 4+2 cycloaddition, birch reduction

10
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how can you synthesis a 6 membered cyclic acetate

dihydroxy and aldehyde