Novel stereoids from cetyltrimethylammonium permanganate-initiated oxidative rearrangements of 16-Dehydroprogesterone (cas 1096-38-4)

Add time:08/13/2019    Source:sciencedirect.com

Cetyltrimethylammonium permanganate initiates oxidative opening of the D-ring of 16-dehydroprogesterone in CH2Cl2. The novel steroids 3 and 4 have been isolated and characterized as the major products obtained from oxidative rearrangement of the steroid backbone. The X-ray crystal structure of the D-homosteroid 3 is provided, and a putative mechanism that invokes a benzilic acid rearrangement for formation of 3 is presented.

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