MIA DOUBTS THAT OUR REACTION WILL WORK... BUT WE HAVE THE REFERENCES TO BACK IT UP!

 

1)McDonald, C.E.; Holcomb, H.; Leathers, T.; Ampadu-Nyarko, F.; Frommer, J. Jr. Tetrahedron Lett. 1990, 31, 6283.

2) Larock, R. C. Comprehensive Organic Transformations; Wiley: New York, 1989; pp 505-508.

3) Hrycko, S.; Morand, P.; Lee, F.L.; Gabe, E.J. J. Org. Chem. 1988, 53, 1515-1519.


Citing paper #2 was also cited by other papers:

1) Zhang, J. L.; Huang, J. S.; Che, C. M. Chem. Eur. J. 2006, 33, 1906-1912.

This reaction is needed to create two -OH groups, which more readily react with other molecules.

2) Azizi, N.; Batebi, E.; Bagherpour, S.; Ghafuri, H. RSC Adv. 2012, 2, 2289-2293.

This reaction “is one of the most useful reactions in the organic synthesis,” and is needed to produce the specific stereochemistry for the reaction.

3) Thiery, E.; Le Bras, J.; Muzart, J. Eur. J. Org. Chem. 2009, 7, 961-985.

This reaction is needed to break the epoxide, so that eventually the oxygen can leave the molecule.

 

Citing paper #3 was also cited by other papers:

1) Jung, M.E.; Piizzi, G. Org. Lett. 2003, 5, 137-140.

This article cites #3 because the selectivity of the epoxide was key to the reaction because of its ability to create the required stereochemistry.

2) Hrycko, S.; Morand, P. J. Chem. Soc. Perkin Trans. 1990, 11, 2899-2904.

This article cites #3 because the C-19 epoxide is used in the preliminary stages of the reaction. This article examines aspects of the original chemistry in depth.

3) Hrycko, S.; Morand, P.; Lee, F.L.; Gabe, E.J. J. Chem. Soc. Perkin. Trans. 1989, 7, 1311-1317.

This article cites #3 because the epoxide is used as starting material for the examination of Baeyer-Villiger oxidation.

 

I THINK WE HAVE CONVINCED HER!