| Baylis-Hillman Reactions of Sulfonyl Aldimines or Aryl Aldehydes with 3-Methylpenta-3,4-dien-2-one or 3-Benzylpenta-3,4-dien-2-one |
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| 作者姓名： | 施敏 郭英文 李红斌 |
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| 作者单位： | [1]tate Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China [2]School of Environmental and Chemical Engineering, Shanghai University, Shanghai 201800, China |
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| 基金项目： | Project supported by State Key Project of Basic Research （Project 973） （No. G2000048007）, Shanghai Municipal Committee of Science and Technology （Nos. 04JC14083, 06XD14005）, and the National Natural Science Foundation of China （Nos. 20472096, 203900502, and 20672127）. |
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| 摘 要： | The attempted Baylis-Hillman reactions of sulfonyl aldimines or aryl aldehydes with 3-methylpenta-3,4-dien-2-one or 3-benzylpenta-3,4-dien-2-one gave the corresponding Baylis-Hillman adducts in moderate yields in DMSO under the catalysis of DBU or PMe3, respectively. Moderate diastereoselectivities were observed in the reaction of 3-benzylpenta-3,4-dien-2-one with N-arylmethylidene-1-naphthalenesulfonamides catalyzed by chiral catalyst cinchona alkaloid derivative TQO {4-（3-ethyl-4-oxa-1-azatricyclo4.4.0.0^3,8]dec-5-yl）quinolin-6-ol}.
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| 关 键 词： | 磺酰亚胺 芳香醛 BAYLIS-HILLMAN反应 苄基联烯酮 甲基联烯酮 TQO |
| 修稿时间： | 2006-10-092007-02-14 |
Baylis-Hillman Reactions of Sulfonyl Aldimines or Aryl Aldehydes with 3-Methylpenta-3,4-dien-2-one or 3-Benzylpenta-3,4-dien-2-one |
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| SHI, Min GUO, Ying-Wen LI, Hong-Bin.Baylis-Hillman Reactions of Sulfonyl Aldimines or Aryl Aldehydes with 3-Methylpenta-3,4-dien-2-one or 3-Benzylpenta-3,4-dien-2-one[J].Chinese Journal of Chemistry,2007,25(6):828-835. |
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| Authors: | SHI Min GUO Ying-Wen LI Hong-Bin |
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| Institution: | a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China; b School of Environmental and Chemical Engineering, Shanghai University, Shanghai 201800, China |
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| Abstract: | The attempted Baylis‐Hillman reactions of sulfonyl aldimines or aryl aldehydes with 3‐methylpenta‐3,4‐ dien‐2‐one or 3‐benzylpenta‐3,4‐dien‐2‐one gave the corresponding Baylis‐Hillman adducts in moderate yields in DMSO under the catalysis of DBU or PMe3, respectively. Moderate diastereoselectivities were observed in the reaction of 3‐benzylpenta‐3,4‐dien‐2‐one with N‐arylmethylidene‐1‐naphthalenesulfonamides catalyzed by chiral catalyst cinchona alkaloid derivative TQO {4‐(3‐ethyl‐4‐oxa‐1‐azatricyclo4.4.0.03,8]dec‐5‐yl)quinolin‐6‐ol}. |
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| Keywords: | Baylis-Hillman reaction diastereoselectivity 3-methylpenta-3 4-dien-2-one 3-benzylpenta-3 4-dien-2-one chiral catalyst TQO |
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