Reaction of a 2,3-epoxyalcohol (3) with E-chlorovinyl phenyl sulfone (4)l" or E-l ,2-bis-(phenylsulfonyl)ethene (5)L1 CNaH-THFI produced ether (6), reagent (5) being preferred for maximum yields. Upon generation of the vinylsulfonyl carbanion l2 KLDA. -70'1 followed by warming to O", cyclisation wi
✦ LIBER ✦
A stereospecific synthesis of functionalised cyclopentene derivatives. New principle of carbon-chain lengthening.
✍ Scribed by Eric Cossement; Robert Binamé; Léon Ghosez
- Publisher
- Elsevier Science
- Year
- 1974
- Tongue
- French
- Weight
- 173 KB
- Volume
- 15
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
Ketenes bearing a-carbanion-stabilizing substituents are useful synthetic intermediates 192 offering the interesting possibility of effecting the position-and stereospecific addition of two carbon-chains to an olefinic substrate (scheme 1).
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