Question

Provide the missing reagents and organic structures needed to most efficiently produce the target product, The starting material Is a cycloalkene, C6H10. Chirality centers must be shown using wedge and hatched bonds (as shown In the product); Include hydrogen on any chirality centers.

Answer 1

Here, epoxidation of 1-methylcyclopent-1-ene followed by acid catalyzed hydrolysis yields the trans diol mCPBA H30 H20 Epoxidation HO CH3 OH Нас (1S,5R)-1-methyl-6-oxabicyclo[3.1.0]hexane (1R,2R)-1 methylcyclopentane-1,2-diol 1-methylcyclopent-1-ene

Answer 2

The product formed is a trans-diol. Analyse the product and obtain a retrosynthetic approach to identify the precursor molecule Trans-diols can be produced by the acid catalysed hydrolysis of an epoxide. Epoxide is obtained from the treatment of an alkene with agents like mCPBA So, the starting material is as follows 1-methylcyclopent-1-ene. Treatment of 1-methylcyclopent-1-ene with mCPBA produces an epoxide from the front face which on hydrolysis produces trans-diol. The reaction is as follows: mCPBA' :Ht, H2O но он : 1-methylcyclopent-1-ene; (R,2R)-1-methylcyclopentane-1,2-diol