(5aS)-3,5,5a,6,7,8-hexahydro-2H-pyrrolo[1,2-e][1,4,5]oxathiazepine 1,1-dioxide | 1039744-63-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (5aS)-3,5,5a,6,7,8-hexahydro-2H-pyrrolo[1,2-e][1,4,5]oxathiazepine 1,1-dioxide
• CAS: 1039744-63-2
• 化学式: C₇H₁₃NO₃S
• 分子量: 191.251
• InChiKey: REOZBJKHPWOORY-ZETCQYMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-((tert-butyldimethylsilyloxy)methyl)-1-(vinylsulfonyl)pyrrolidine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以89%的产率得到(5aS)-3,5,5a,6,7,8-hexahydro-2H-pyrrolo[1,2-e][1,4,5]oxathiazepine 1,1-dioxide
  参考文献：
  名称：

  Synthesis of Sultam Scaffolds via Intramolecular Oxa-Michael and Diastereoselective Baylis−Hillman Reactions

  摘要：

  A divergent synthetic approach to new sultams utilizing intramolecular oxa-Michael and Baylis-Hillman reactions of readily prepared vinyl sulfonamides and suitably protected amino alcohols, 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.

  DOI：

  10.1021/ol8009072