I want to know the sequence of make the following product. Arrange the following

Question

I want to know the sequence of make the following product.

Arrange the following operations in a useful sequence to achieve the synthesis of the target molecule (below) from cyclopentanone, by providing a sequence of the corresponding lower-case letters, each used only once. A few sequences will work and marking will be of the relative ordering of paired steps You may answer on this page. To a flask containing anhydrous THF under an argon atmosphere,...add acetaldehyde (ethanal)add NaHadd dilute HCIadd iodomethane add methyl lithium add lithium diisopropylamide (LDA) add cyclopentanone

Explanation / Answer

15. The sequence of reagents for the conversion here would be,

(g) add cyclopentanone

(b) add NaH [to form enolate]

(c) add iodomethane [alkylation]

(f) add lithium diisopropylamide (LDA) [enolization on the other side]

(a) add acetaldehyde

(e) add methylithium [1,2-alkylation of ketone]

(c) add dilute HCl [protonation of O- to alcohol]

forms the product

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