Phosphine-catalyzed [4+2] cycloaddition of sulfamate-derived cyclic imines with allenoates: synthesis of sulfamate-fused tetrahydropyridines |
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Authors: | Hao Yu Lei ZhangZhen Li Honglei LiuBo Wang Yumei XiaoHongchao Guo |
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Affiliation: | Department of Applied Chemistry, China Agricultural University, 2 West Yuanmingyuan Road, Beijing 100193, PR China |
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Abstract: | Using n-PrPPh2 as the nucleophilic catalyst, the [4+2] cycloaddition reaction of the sulfamate-derived cyclic imines with allenoates works efficiently to yield various sulfamate-fused tetrahydropyridines in high yields with excellent diastereoselectivities. Using amino acid-based bifunctional phosphine as chiral catalyst, an asymmetric [4+2] cycloaddition reaction was achieved, giving chiral sulfamate-fused tetrahydropyridines in high yields with good enantiomeric excesses. |
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Keywords: | Phosphine Cycloaddition Allenoate Cyclic imines Sulfamate |
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