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Synthetic Applications of the Direct Alkylation Reactions of 3-Sulfolenes
Authors:Hsi-Hwa Tso  Lee-Jean Chang  Lung Ching Lin  Ta-Shue Chou
Abstract:The readily available sulfolenes can be used as the 1-carbanion equivalent of the unsubstituted and substituted buta-1,3-dienes which can be directly alkylated. This convenient synthetic method is not only regiospecific, efficient and straight forward, but also favorable because the normally unstable molecules containing conjugated dienyl moiety can be prepared directly in their protected forms. The deprotection step is both clean and highly stereoselective. The applications of this type of reaction in organic synthesis include the trans-β-ocimene, α-farnesene and a series of hydroindans and hydronaphthalenes.
Keywords:3-Sulfolenes as 1-carbanion equivalent of 1,3-butadienes  trans-β  -ocimene  α  -farnesene  hydroindans  hydronaphthalenes
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