New Routes to Key Intermediates

Reagents i, O3 ii, MeLi iii, CrOa iv, Baeyer-VUIiger v, Hj-Pd/C vi, tosylation vii, NaCN viii, K2CO3 ix, HCI x, HOAc 

The synthesis of the cyanonorbornene (19) was reported earlier by Matsui et alP and this intermediate was successfully converted into PGFjg. 

Katsube, H. Shimonura, and M. Matsui, Agric. and Biol. Ghent. (Japan), 1971, 35, 1828. 

A closely similar approach to total PG synthesis, which leads to another key intermediate in Corey s synthesis, viz. (9 R = = Ac), starts with 

An interesting alternative route to both the intermediates (8 R = H) and (9 R = R = H) in Corey s synthesis has been outlined by Fried et al. 

---

New Routes to Key Intermediates. A new route to the important lactone intermediate (5 R = H or Ac) in Corey s synthesis has been developed by Jones et a/., starting from the substituted norbornene derivative (14) (Scheme 2). Reductive ozonolysis of (14) produced the dialdehyde (15),... 

---