Question: ans all and please explain New pics 1 (a) Compound 2 was synthesised via the reaction of 1 with LDA (LINP) at 0 followed by

1 (a) Compound 2 was synthesised via the reaction of 1 with LDA (LINP) at 0 followed by the addition of water. Suggest a mechanism for this transformation 1. UNPQo'c OME 2. H.0 (5 marki (b) For the following scheme Mel HOLM DMSD, NaH 27.24 El 30 m2 70 (1) (i) Provide a mechanism for the formation of 5 from 3 and 4. (2 mark) Part of the spectroscopie data of 7 is given below. Use this data to suggest a structure for it, and draw a mechanism for its formation. Pinx 3050 cm. 1970 cm-' and 1650 em! 'H NMR (400 MHz, CDCI 85.89 (1H). "C NMR (100 MHz, CDC) : 200, 166, 126, all others below 60 ppm Note that not all duts have been provided 7 m (0) Treating 8 with an aqueous basc (KOH) yielded 9. () Heat Provide a mechanism for the formation of 9 froen X (5 mark) The 3D representation of 8 is shown below. Using this conformation > guidance, or otherwise, rationalise any stereochemical changes from 8 9 (D 30 structure GUT (a) Compound 2 was synthesised via the reaction of 1 with LDA (LiN'Prz) at 0 C followed by the addition of water. Suggest a mechanism for this transformation. OMe OH OMe 1. LIN'Prz @ 0C 2.H20 2 (5 marks) (b) For the following scheme: Meli, Cul HCI, methanol DMSO, NaH 7 27 C 24 h 70% Et20 30 min, 92% reflux, 19 hours 95% 3 (i) Provide a mechanism for the formation of 5 from 3 and 4. (2 marks) (ii) Part of the spectroscopic data of 7 is given below. Use this data to suggest a structure for it, and draw a mechanism for its formation Dmax: 3050 cm", 2970 cm-' and 1650 cm'. 'H NMR (400 MHz, CDC13): 8 5.89 (1H). 13C NMR (100 MHz, CDC13): 3 200, 166, 126, all others below 60 ppm. Note that not all data have been provided. (7 marks) Treating 8 with an aqueous base (KOH) yielded 9. KOH (aq) Heat 8 9 (i) Provide a mechanism for the formation of 9 from 8. (5 marks) (ii) The 3D representation of 8 is shown below. Using this conformation as guidance, or otherwise, rationalise any stereochemical changes from 8 to 9. 3D structure of 8
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