E- and Z-stereoselectivity in the preparation of enamides from glycidyl sulfonamides and carbamates.
نویسندگان
چکیده
Treatment of glycidyl sulfonamides with LDA delivers the corresponding enesulfonamide with good selectivity for the E-isomer, whereas the corresponding carbamates exhibit selectivity for the Z-enecarbamate. An E1cB elimination mechanism proceeding from a substrate-base chelate complex is advanced as rationalisation of the latter set of Z-selective outcomes.
منابع مشابه
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ورودعنوان ژورنال:
- Organic & biomolecular chemistry
دوره 10 3 شماره
صفحات -
تاریخ انتشار 2012