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Synthesizing β-Chiral Carbon Alkanoic Acids and Alcohols via(-)-Bornane-10,2-crotonoylsultam

Synthesizing β-Chiral Carbon Alkanoic Acids and Alcohols via(-)-Bornane-10,2-crotonoylsultam
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摘要 (+) Camphor derived N crotonoylsultam 2, readily available from chiral auxiliary bornane 10,2 sultam and crotonoyl chloride, reacted with selected Grignard reagent 3(R= n butyl, n pentyl , n hexyl, n heptyl) under the control of CuI or not being at low temperatures, giving diasteroisomers 4, 5 respectively. After nondestructive cleavage both enantiomers of the acid and alcohol were obtained in high e.e .%. The d.e .% of 4,5 was determined by HPLC, and the assignment of these values was discussed by analyzing 1H NMR(500 MHz).
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 1999年第1期25-30,共6页 高等学校化学研究(英文版)
关键词 Bornanesultam N Crotonoly sultam Michael addition SYNTHESIS Bornanesultam N-Crotonoly sultam Michael addition Synthesis
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