diethyl (Z)-2-cyano-3-tributylstannylbut-2-enedioate | 499242-43-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: diethyl (Z)-2-cyano-3-tributylstannylbut-2-enedioate
• CAS: 499242-43-2
• 化学式: C₂₁H₃₇NO₄Sn
• 分子量: 486.239
• InChiKey: AXGNUZBIWCPAJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  60.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三正丁基锡氰化物 、 丁炔二酸二乙酯 在 cis-dichlorobis(triphenylphosphine)platinum(II) 作用下， 以 四氢呋喃 为溶剂， 以73%的产率得到diethyl (Z)-2-cyano-3-tributylstannylbut-2-enedioate
  参考文献：
  名称：

  Platinum complex catalyzed reaction of tributyltin cyanide with alkynes

  摘要：

  In the presence of a catalytic amount (5 mol%) of a platinum complex, tributyltin cyanide (1) reacts with dimethyl-(2a) or diethyl acetylenedicarboxylate (2b) to afford cyanostannylation adducts (3a, b) in excellent yields. The reaction proceeds highly selectively affording only a (Z)-isomer. The compounds 3a, b are novel products which possess synthetically useful cyano, alkenylstannyl and alkoxycarbonyl. functionalities in the same molecule. Two alkoxycarbonyl functionalities may be indispensable on each alkyne carbon to accomplish the cyanostannylation reaction. Reaction with terminal alkynes gave the stannylated product (6). (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(02)01855-7

文献信息

• Platinum complex catalyzed reaction of tributyltin cyanide with alkynes
  作者：Yasushi Obora、Angelo S Baleta、Makoto Tokunaga、Yasushi Tsuji

  DOI：10.1016/s0022-328x(02)01855-7

  日期：2002.10

  In the presence of a catalytic amount (5 mol%) of a platinum complex, tributyltin cyanide (1) reacts with dimethyl-(2a) or diethyl acetylenedicarboxylate (2b) to afford cyanostannylation adducts (3a, b) in excellent yields. The reaction proceeds highly selectively affording only a (Z)-isomer. The compounds 3a, b are novel products which possess synthetically useful cyano, alkenylstannyl and alkoxycarbonyl. functionalities in the same molecule. Two alkoxycarbonyl functionalities may be indispensable on each alkyne carbon to accomplish the cyanostannylation reaction. Reaction with terminal alkynes gave the stannylated product (6). (C) 2002 Elsevier Science B.V. All rights reserved.