A new synthetic route to (±)-forskolin
MJ Begley, DR Cheshire, T Harrison, JH Hutchinson…
Index: Begley, Michael J.; Cheshire, David R.; Harrison, Timothy; Hutchinson, John H.; Myers, Peter L.; et.al. Tetrahedron, 1989 , vol. 45, # 16 p. 5215 - 5246
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Citation Number: 27
Abstract
The trans-decalin lactone (35) has been elaborated in five steps from the bromo-acetal (10) using a novel stereoselective intramolecular radical mediated cyclisation reaction, viz (10)→(12) in tandem with an intramolecular Mukaiyama aldolisation, viz (34)→(35). Treatment of (35) with methanolic potassium hydroxide next led to the βγ-unsaturated lactone (37), which on oxidation with pyridinium dichromate t-butylhydroperoxide complex ...
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Tandem radical cyclisation-intramolecular Mukaiyama aldolisation approach to forskolin
[Hutchinson, John H.; Pattenden, Gerald; Myers, Peter L. Tetrahedron Letters, 1987 , vol. 28, # 12 p. 1313 - 1316]