An efficient enantioselective Mannich reaction of N-protected α-sulfones with β-benzenesulfonyl phosphonates was developed by using a chiral cinchona alkaloid-derived thiourea as a catalyst. This method was used to obtain a series of chiral α-sulfonyl-β-aminophosphonates in yields of up to 96% with 89:11 dr and 88% ee. These compounds were further transformed into β-aminophosphonates or chiral azetidines with various functional groups by a Horner–Wadsworth–Emmons/aza-Michael addition reaction sequence.

中文翻译：

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磺酰基作为无痕激活基团，用于硫脲催化的对映选择性曼尼希反应获得手性 β-氨基膦酸酯

通过使用手性金鸡纳生物碱衍生的硫脲作为催化剂，开发了 N-保护的 α-砜与 β-苯磺酰基膦酸酯的有效对映选择性曼尼希反应。该方法用于获得一系列手性 α-磺酰基-β-氨基膦酸酯，产率高达 96%，dr 为 89:11，ee 为 88%。这些化合物通过 Horner-Wadsworth-Emmons/aza-Michael 加成反应序列进一步转化为具有各种官能团的 β-氨基膦酸酯或手性氮杂环丁烷。