Tetrahedron letters

A diastereoselective radical cyclisation approach to pyroglutamates

K Goodall, AF Parsons

文献索引：Goodall, Karen; Parsons, Andrew F. Tetrahedron Letters, 1997 , vol. 38, # 3 p. 491 - 494

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被引用次数: 26

摘要

The 5-endo radical cyclisation of pyruvic acid derived dehydroalanines which contain chiral ester auxiliaries is reported. Cyclisation of the menthol ester derivative using Bu3SnH at 80° C proceeded with low diastereoselectivity (1.75: 1) but the selectivity could be increased to 6: 1 on cyclisation of the corresponding 8-phenylmenthyl ester at 20° C.