Synthesis of sultam scaffolds via intramolecular oxa-Michael and diastereoselective Baylis-Hillman reactions.

[摘要]：A divergent synthetic approach to sultams, e.g., I and II, utilizing intramol. oxa-Michael and Baylis-Hillman reactions of readily prepd. vinyl sulfonamides and suitably protected amino alcs., is reported. A variety of seven- and eight-membered ring sultam scaffolds were synthesized using oxa-Michael pathways, whereas both five- and six-membered rings were synthesized using Baylis-Hillman methods. Baylis-Hillman reactions proceed with good to excellent levels of diastereoselectivity, and oxa-Michael reactions leading to eight-membered ring sultams provide empirical evidence validating 8-endo-trig cyclization pathways.

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