Application of furyl-stabilized sulfur ylides to a concise synthesis of 8a-epi-swainsonine.
نویسندگان
چکیده
The total synthesis of 8a-epi-swainsonine has been achieved in 20% overall yield from R-glyceraldehyde dimethylacetonide 3 through epoxidation with the achiral furyl-substituted sulfonium ylide 2d as one of the key steps.
منابع مشابه
The concise synthesis of spiro-cyclopropane compounds via the dearomatization of indole derivatives.
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A concise asymmetric synthesis of (+)-swainsonine (ent-1) is described starting from 2, which was readily prepared from commercially available l-glutamic acid. The method features installation of the indolizidine ring via an intramolecular cyclisation of α-sulfinyl carbanion as a key step. (+)-Swainsonine was obtained in 11.8% overall yield in 10 steps.
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ورودعنوان ژورنال:
- Chemical communications
دوره 1 شماره
صفحات -
تاریخ انتشار 2008