缩水甘油丁酯

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Using the (R,R)-(salen)Co(II) precatalyst of 1 (91 mg, 0.15 mmol, 0.005equiv), (+/−)-glycidyl butyrate (4.32 g, 30.0 mmol), AcOH (32 mL, 0.6 mnmol, 0.02 equiv), 0.3 mL THF, and H2O (297 mL, 16.5 mmol, 0.55 equiv) and a procedure analogous to the one outlined for 5b, (S)-glycidyl butyrate 5d (1.90 g, 13.2 mmol, 44%) was obtained as a clear oil by vacuum distillation of the reaction mixture (30° C., 0.5 torr). The product was determined to be >99% ee by conversion to and analysis of the 2-napthylsulfide (obtained by ring opening with 2-napthalenethiol in methanol using 1 equiv TEA at 0° C.; Chiralcel OD, 97:3 hexanes:EtOH, 1 mL/min, 260 mn).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Copolymers of glycidyl propionate and allyl glycidyl ether and a copolymer of glycidyl butyrate and allyl glycidyl ether were prepared in the same way as in Example 4.

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Using the (R,R)-(salen)Co(II) precatalyst of 1 (91 mg, 0.15 mmol, 0.005equiv), (+/−)-glycidyl butyrate (4.32 g, 30.0 mmol), AcOH (32 mL, 0.6 mnmol, 0.02 equiv), 0.3 mL THF, and H2O (297 mL, 16.5 mmol, 0.55 equiv) and a procedure analogous to the one outlined for 5b, (S)-glycidyl butyrate 5d (1.90 g, 13.2 mmol, 44%) was obtained as a clear oil by vacuum distillation of the reaction mixture (30° C., 0.5 torr). The product was determined to be >99% ee by conversion to and analysis of the 2-napthylsulfide (obtained by ring opening with 2-napthalenethiol in methanol using 1 equiv TEA at 0° C.; Chiralcel OD, 97:3 hexanes:EtOH, 1 mL/min, 260 mn).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Using the (R,R)-(salen)Co(II) precatalyst of 1 (91 mg, 0.15 mmol, 0.005equiv), (+/−)-glycidyl butyrate (4.32 g, 30.0 mmol), AcOH (32 mL, 0.6 mnmol, 0.02 equiv), 0.3 mL THF, and H2O (297 mL, 16.5 mmol, 0.55 equiv) and a procedure analogous to the one outlined for 5b, (S)-glycidyl butyrate 5d (1.90 g, 13.2 mmol, 44%) was obtained as a clear oil by vacuum distillation of the reaction mixture (30° C., 0.5 torr). The product was determined to be >99% ee by conversion to and analysis of the 2-napthylsulfide (obtained by ring opening with 2-napthalenethiol in methanol using 1 equiv TEA at 0° C.; Chiralcel OD, 97:3 hexanes:EtOH, 1 mL/min, 260 mn).

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Copolymers of glycidyl propionate and allyl glycidyl ether and a copolymer of glycidyl butyrate and allyl glycidyl ether were prepared in the same way as in Example 4.

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: Copolymers of glycidyl propionate and allyl glycidyl ether and a copolymer of glycidyl butyrate and allyl glycidyl ether were prepared in the same way as in Example 4.

实验步骤: 投料: 取SM1（7.3g 1eq）于500ml三口瓶中，氮气置换三次，加入140ml超干THF溶解，呈淡绿色澄清状，在常温下滴加双三甲基硅氨基锂（54ml 3eq），反应液变为红色浑浊，滴加DMPU（2.3g 1eq），后在冰浴搅拌下滴加S-SM2（3g 1.1eq），冰浴搅拌半小时后，反应液变为黄色浑浊，常温搅拌过夜 送检LCMS，MS显示还有部分原料，继续反应一天，送检LCMS，无变化，停止反应 往反应液中加入甲醇钠（97mg 0.1eq））（溶于甲醇中），搅拌5min后加入氯化铵（2g 2eq）（溶于水中），旋干反应液后加入乙腈冻干得到粗品。 取粗品过反相柱，流动相为乙腈和水，在乙腈：水=33:67时冲出产物和杂质，在乙腈：水=70:30时冲出原料，分别收集旋干，回收得到2.4gSM1和 1.4 gTM1

实验步骤: 投料: 取SM1（10g 1eq）于三口瓶中，氮气置换三次，加入超干THF溶解，，在常温下滴加双三甲基硅氨基锂（64ml 3eq），反应液变为红色浑浊，滴加DMPU（3.2.3g 1eq），后在冰浴搅拌下滴加S-SM2（4g 1.1eq），冰浴搅拌半小时后，反应液变为黄色浑浊，常温搅拌过夜 送检LCMS，MS显示还有部分原料，出现产物峰，停止反应 往反应液中加入甲醇钠（97mg 0.1eq））（溶于甲醇中），搅拌5min后加入氯化铵淬灭反应，旋干反应液放置冰箱 取粗品过反相柱，流动相为乙腈和水，没有产物峰出现，送检粗品，产物MS信号消失，其原因可能为未调节PH直接旋干导致产物断裂，回收得到原料2g

实验步骤: 投料: 取SM1（202mg 1eq）于双口瓶中，加入5ml超干THF溶解，呈淡绿色澄清状，氮气置换三次，在常温下滴加双三甲基硅氨基锂（0.55ml 1.1eq），反应液变为红色澄清，常温搅拌一小时后，滴加DMPU（64mg 1eq），反应液变为黄色浑浊，后在冰浴搅拌下滴加SM2（80mg 1eq），冰浴搅拌半小时后，反应液由黄色浑浊变为黄色澄清。常温反应过夜 TLC点板（PE：EA=1:1），基本为原料，送检LCMS，有目标产物峰出现，但含量较少，基本为原料。

实验步骤: 投料: 取SM1（202mg 1eq）于双口瓶中，加入10ml超干THF溶解，呈淡绿色澄清状，氮气置换三次，在常温下滴加双三甲基硅氨基锂（0.55ml 1.1eq），反应液变为红色澄清，常温搅拌一小时后，反应液变浑浊，滴加DMPU（64mg 1eq），反应液变为黄色浑浊，后在冰浴搅拌下滴加R-SM2（80mg 1eq），冰浴搅拌半小时后，反应液由黄色浑浊变为黄色澄清。常温反应过夜 TLC点板（PE：EA=1:1），基本为原料，送检LCMS，有目标产物峰出现，但含量较少，基本为原料。